Hans J. Reich -- PhD 1968

Scientific Career

Thesis Title Thermal Ring Opening and Electrophilic Substitution of [2.2]Paracyclophanes
Research Summary
Papers
    Work at the University of Alberta (B.Sc. Karl Kopecky).

  1. "Reactivities in Photosensitized Olefin Oxidations", K. R. Kopecky and H. J. Reich, Can. J. Chem. 1965, 43, 2265. PDF

    Work at UCLA (Ph.D. with Donald J. Cram).

  2. "Racemization, Ring Opening, and Ring Expansion of the [2.2]Paracyclophane Nucleus Through a Diradical Intermediate", H. J. Reich and D. J. Cram, J. Am. Chem. Soc. 1967, 89, 3078.

  3. "Transannular Directive Influences in Electrophilic Substitution of [2.2]Paracyclophane", H. J. Reich and D. J. Cram, J. Am. Chem. Soc. 1968, 90, 1365.

  4. "Macro Rings. XXXV. Transannular Directive Influences in Electrophilic Substitution of Monosubstituted [2.2]Paracyclophanes", H. J. Reich and D. J. Cram, J. Am. Chem. Soc. 1969, 91, 3505.

  5. "Macro Rings. XXXVI. Ring Expansion, Racemization, and Isomer Interconversion in the [2.2]Paracyclophane System through a Diradical Intermediate", H. J. Reich and D. J. Cram, J. Am. Chem. Soc. 1969, 91, 3517.

  6. "Macro Rings. XXXVII. Multiple Electrophilic Substitution Reactions of [2.2]Paracyclophanes and Interconversions of Polysubstituted Derivatives", H. J. Reich and D. J. Cram, J. Am. Chem. Soc. 1969, 91, 3527. PDF

  7. "Macro Rings. XXXVIII. Determination of Positions of Substituents in the [2.2]Paracyclophane Nucleus through Nuclear Magnetic Resonance Spectra", H. J. Reich and D. J. Cram, J. Am. Chem. Soc. 1969, 91, 3534.

  8. "Rigid Cyclophanes that Illustrate Stereochemical Principles", D. J. Cram, R. B. Hornby, E. A. Truesdale, H. J. Reich, M. H. Delton and J. M. Cram, Tetrahedron 1974, 30, 1757.

    Work at Cal Tech (Post. Doc. with J. D. Roberts).

  9. "Nuclear Magnetic Resonance Spectroscopy. Effects of Molecular Asymmetry on Carbon-13 Chemical Shifts", J. I. Kroschwitz, M. Winokur, H. J. Reich and J. D. Roberts, J. Am. Chem. Soc. 1969, 91, 5927.

  10. "Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Steroids", H. J. Reich, M. Jautelat, M. T. Messe, F. J. Weigert and J. D. Roberts, J. Am. Chem. Soc. 1969, 91, 7445. PDF

  11. "Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Chemical Shifts in Acyclic and Alicyclic Alcohols", J. D. Roberts, F. J. Weigert, J. I. Kroschwitz and H. J. Reich, J. Am. Chem. Soc. 1970, 92, 1338.

  12. "Nuclear Magnetic Resonance Spectroscopy. Kinetics of a 7,7-Dicyanonorcaradiene Valence Tautomerism", H. J. Reich, E. Ciganek and J. D. Roberts, J. Am. Chem. Soc. 1970, 92, 5166.

  13. "Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Chemical Shifts of Methylcyclopentanes, Cyclopentanols and Cyclopentyl Acetates", M. Christl, H. J. Reich, and J. D. Roberts, J. Am. Chem. Soc. 1971, 93, 3463.

    Work at Harvard (Post. Doc with R. B. Woodward).

  14. "Transannular Photochemical Ring Closure in 1,2,5,6-Tetramethylenecyclooctane. A Novel Synthesis of [3.2.2]Propellane," W. T. Borden, I. L. Reich, L. A. Sharpe, and H. J. Reich, J. Am. Chem. Soc. 1970, 92, 3808.

  15. "Transannular Photochemical Ring Closure of 1,2,5,6-Tetramethylenecyclooctane as a Synthetic Route to Small-Ring Propellanes," W. T. Borden, I. L. Reich, L. A. Sharpe, R. B. Weinberg, and H. J. Reich, J. Org. Chem. 1975, 40, 2438.

    Work at University of Wisconsin.

  16. "Organoselenium Stereochemistry. Configurational Stability of Dialkoxydiaryl-selenium Compounds," H. J. Reich, J. Am. Chem. Soc. 1973, 95, 964.

  17. "Synthesis of Thiabicyclo[2.2.2]octenes. Carbon-13 NMR Spectra of Bicyclic Sulfides," H. J. Reich and J. E. Trend, J. Org. Chem. 1973, 38, 2637.

  18. "Stereochemical Studies of Degenerate Silyl Rearrangements. Stereospecificity of the Tropolone and Acetylacetone Trialkylsilyl Ether Rearrangements," H. J. Reich and D. A. Murcia, J. Am. Chem. Soc. 1973, 95, 3418.

  19. "Structure and Stereolability of Triaryliodine (III) Compounds. Degenerate Isomerization of 5-Phenyl-5,H-dibenziodole," H. J. Reich and C. S. Cooperman, J. Am. Chem. Soc. 1973, 95, 5077. PDF

  20. "Organoselenium Chemistry. α-Phenylseleno Carbonyl Compounds as Precursors for α,β-Unsaturated Ketones and Esters," H. J. Reich, I. L. Reich and J. M. Renga, J. Am. Chem. Soc. 1973, 95, 5813.

  21. "Organoselenium Chemistry. Benzeneselenenyl Trifluoroacetate Additions to Olefins and Acetylenes," Hans J. Reich, J. Org. Chem. 1974, 39, 428.

  22. "Enolate Alkylation with Bromomethyl Sulphides: Synthesis of α-Methylene Ketones and Carboxylic Acids," Hans J. Reich and James M. Renga, J. Chem. Soc., Chem. Commun. 1974, 135.

  23. "Silver Assisted Solvolysis of Halobutadienes. Evidence for a Chlorolium Ion Intermediate," I. L. Reich and H. J. Reich, J. Am. Chem. Soc. 1974, 96, 2654.

  24. "Organoselenium Chemistry. Conversion of Cyclic Ketones and β-Dicarbonyl Compounds to Enones," H. J. Reich, J. M. Renga and I. L. Reich, J. Org. Chem. 1974, 39, 2133.

  25. "A Test for Cyclic Conjugation Involving the Cyclopropyl Carbinyl Cation," H. J. Reich and J. M. Renga, Tetrahedron Lett. 1974, 2747.

  26. "Organoselenium Chemistry. Synthetic Transformations Based on Allyl Selenide Anions," H. J. Reich, J. Org. Chem. 1975, 40, 2570.

  27. "Organoselenium Chemistry. α-Lithio Selenoxides and Selenides: Preparation and Further Transformation to Olefins, Dienes and Allylic Alcohols," H. J. Reich and S. K. Shah, J. Am. Chem. Soc. 1975, 97, 3250.

  28. "Preparation of (E)(E)- and (Z)(Z)-1,4-Dibromo-1,4-Diphenylbutadienes and Conversion to Mono and Dilithio Derivatives," H. J. Reich and I. L. Reich, J. Org. Chem. 1975, 40, 2248.

  29. "Organoselenium Chemistry. Addition of Tolueneselenenyl Chloride to Ethylene: Concerning the Reported Isolation of a Stable Episelenurane," J. H. Reich and J. E. Trend, Can. J. Chem. 1975, 53, 1922. PDF

  30. "Organoselenium Chemistry. Conversion of Ketones to Enones by Selenoxide syn-Elimination," H. J. Reich, J. M. Renga and I. L. Reich, J. Am. Chem. Soc. 1975, 97, 5434. PDF

  31. "SeIenium Stabilized Anions. Conversion of β-Hydroxy Selenides to Olefins," H. J. Reich and F. Chow, J. Chem. Soc., Chem. Commun. 1975, 790. PDF

  32. "Organoselenium Chemistry. Preparation and Reactions of Benzeneselenenamides," H. J. Reich and J. M. Renga, J. Org. Chem. 1975, 40, 3313.

  33. "Stereochemical Dependence of Geminal Selenium-Carbon Coupling Constants," H. J. Reich and J. E. Trend, J. Chem. Soc., Chem. Commun. 1976, 310.

  34. "Organoselenium Chemistry. Mechanism and Stereochemistry of N,N-Dimethylbenzene-selenenamide Addition to Dimethyl Acetylenedicarboxylate. Configurationally Labile Olefins," H. J. Reich, J. M. Renga and J. E. Trend, Tetrahedron Lett. 1976, 2217.

  35. "Organoselenium Chemistry. Intra- and Intermolecular Trapping of Selenenic Acids Formed by Selenoxide Elimination. Formation of A Selenium Ylide," H. J. Reich and J. E. Trend, J. Org. Chem. 1976, 41, 2503.

  36. "Selenium Stabilized Anions. Synthetic Transformations Based on Propargyl Selenoxides," H. J. Reich and S. K. Shah, J. Am. Chem. Soc. 1977, 99, 263.

  37. "Selenium Stabilized Anions. Selenoxide syn-Elimination and Sila-Pummerer Rearrangement of α-Silyl Selenoxides," H. J. Reich and S. K. Shah, J. Org. Chem. 1977, 42, 1773.

  38. "Seleninic Acids as Catalysts for Oxidations of Olefins and Sulfides Using Hydrogen Peroxide," H. J. Reich, F. Chow and S. L. Peake, Synthesis, 1978, 299.

  39. "Syn Elimination of Alkyl Selenoxides. Side Reactions Involving Selenenic Acids, Structural and Solvent Effects on Rates," H. J. Reich, S. Wollowitz, J. E. Trend, F. Chow and D. F. Wendelborn, J. Org. Chem. 1978, 43, 1697.

  40. "Synthesis of Chlorolium Ion Precursors; Solvolysis of Halobutadienes," I. L. Reich, C. L. Haile and H. J. Reich, J. Org. Chem. 1978, 43, 2402.

  41. "Hypervalent Organoiodine Chemistry. Syn Elimination of Alkyl Iodoso Compounds," H. J. Reich and S. L. Peake, J. Am. Chem. Soc. 1978, 100, 4888. PDF

  42. "Conversion of Allyl Alcohols to Dienes by Sulfoxide and Selenoxide syn Elimination. Synthesis of PCB Arene Oxides," H. J. Reich, I. L. Reich and S. Wollowitz, J. Am. Chem. Soc. 1978, 100, 5981. PDF

  43. "Diphenyl Diselenide and Benzeneselenenyl Chloride," H. J. Reich, M. L. Cohen, and P. D. Clark, Org. Synth. 1979, 59, 141.

  44. "Selenium Stabilized Carbanions. Ylide Formation During Alkylation of Selenium and Sulfur Substituted Enolates," H. J. Reich and M. L. Cohen, J. Am. Chem. Soc. 1979, 101, 1307.

  45. "Silyl Ketone Chemistry. A New Regiospecific Route to Silyl Enol Ethers," H. J. Reich, J. J. Rusek and R. E. Olson, J. Am. Chem. Soc. 1979, 101, 2225. PDF

  46. "Organoselenium Chemistry. Dealkylation of Amines with Benzeneselenol," H. J. Reich and M. L. Cohen, J. Org. Chem. 1979, 44, 3148.

  47. "Selenium Stabilized Carbanions. Preparation of α-Lithio Selenides and Application to the Synthesis of Olefins by Reductive Elimination of β-Hydroxy Selenides and Selenoxide Syn Elimination," H. J. Reich, F. Chow and S. K. Shah, J. Am. Chem. Soc. 1979, 101, 6638. PDF

  48. "Selenium Stabilized Carbanions. α-Lithio Selenoxides as Reagents for the Synthesis of Olefins, Allyl Alcohols and Dienes," H. J. Reich, S. K. Shah and F. Chow, J. Am. Chem. Soc. 1979, 101, 6648. PDF

  49. "Synthetic Applications of Organoselenium Reagents. Synthesis of Epi-7-Hydroxymyoporone," H. J. Reich, P. M. Gold and F. Chow, Tetrahedron Lett. 1979, 4433.

  50. "Preparation of β-Dicarbonyl Enones: 2-Acetyl-2-cyclohexene-1-one," J. M. Renga and H. J. Reich, Org. Synth. 1979, 59, 58.

  51. "Silyl Ketone Chemistry. Preparation of Siloxy Allenyl- and Allyllithium Reagents," H. J. Reich, R. E. Olson and M. C. Clark, J. Am. Chem. Soc. 1980, 102, 1423.

  52. "Organoselenium Chemistry. Formation of Acetylenes and Allenes by syn-Elimination of Vinyl Selenoxides," H. J. Reich and W. W. Willis, Jr., J. Am. Chem. Soc. 1980, 102, 5967.

  53. "Selenium Stabilized Carbanions. Acidity of Allyl and Vinyl Sulfides and Selenides," H. J. Reich and W. W. Willis, Jr., J. Org. Chem. 1980, 45, 5227.

  54. "Selenium Stabilized Anions. Preparation of α,β-Unsaturated Carbonyl Compounds Using Propargyl Selenides. Synthesis of (+)-7-Hydroxymyoporone," H. J. Reich, S. K. Shah, P. M. Gold and R. E. Olson, J. Am. Chem. Soc. 1981, 103, 3112. PDF

  55. "Vinyl Selenides and Selenoxides: Preparation, Conversion to Lithium Reagents, Diels-Alder Reactivity, and Some Comparisons with Sulfur Analogs," H. J. Reich, W. W. Willis, Jr., and P. D. Clark, J. Org. Chem. 1981, 46, 2775.

  56. "Synthesis of Chlorinated and Brominated Biphenyl Oxides", I. L. Reich and H. J. Reich, J. Org. Chem. 1981, 46, 3721.PDF

  57. "The Selenenate-Selenoxide Equilibrium. Kinetics and Thermodynamics," in "Selenium in Biology and Medicine," J. E. Spallholz, J. I. Martin, and H. E. Ganther, Eds., H. J. Reich and S. I. Wollowitz, AVI Publishing Co., Inc., Westport, CT, 1981, p. 460.

  58. "Selenium Stabilized Carbanions. Synthesis of Enals and Silyl Enones using 1,3-Bis(phenylseleno) -propene," H. J. Reich, M. C. Clark and W. W. Willis, Jr., J. Org. Chem. 1982, 47, 1618.

  59. "Silyl Ketone Chemistry. Synthesis and Reactions of Olefinic and Acetylenic Silyl Ketones," H. J. Reich and M. J. Kelly, J. Am. Chem. Soc. 1982, 104, 1119.

  60. "Organoselenium Chemistry. Characterization of Reactive Intermediates in the Selenoxide Syn Elimination: Selenenic Acids and Selenolseleninate Esters," H. J. Reich, C. A. Hoeger and W. W. Willis, Jr., J. Am. Chem. Soc. 1982, 104, 2936.

  61. "Stable Selenenic Acids", H. J. Reich, W. W. Willis, Jr., and S. Wollowitz, Tetrahedron Lett. 1982, 23, 3319.

  62. "Conversion of Allyl Alcohols to l,3-Dienes by Sequential Sulfenate-Sulfoxide [2,3] Sigmatropic Rearrangement and Syn Elimination," H. J. Reich and S. Wollowitz, J. Am. Chem. Soc. 1982, 104, 7051.PDF

  63. "Silyl Ketone Chemistry. Preparation and Reactions of Unsaturated Silyl Ketones," H. J. Reich, M. J. Kelly, R. E. Olson and R. C. Holtan, Tetrahedron 1983, 39, 949. PDF

  64. "Kinetics, Thermodynamics, and Stereochemistry of the Allyl Sulfoxide-Sulfenate and Selenoxide-Selenenate [2,3] Sigmatropic Rearrangements," H. J. Reich, K. E. Yelm and S. Wollowitz, J. Am. Chem. Soc. 1983, 105, 2503.

  65. "Carbon-Carbon Bond Formation and Functional Group Interconversion Using Organoselenium Reagents," H. J. Reich, Proceedings of the Fourth International Conference on the Organic Chemistry of Selenium and Tellurium, F. J. Berry and W. R. McWhinnie, Eds., The University of Aston in Birmingham, 1983, p. 258.

  66. "Organoselenium Chemistry. Preparation of Allyl and Homoallyl Amines by Aminomethylation of Phenylseleno-Substituted Allyl Tin Reagents," H. J. Reich, M. C. Schroeder and I. L. Reich, Isr. J. Chem., 1984, 24, 157.

  67. "Organotin Chemistry. Preparation of 2,3-Disubstituted 1,3-Butadienes Using 3-Bistrimethylstannyl-1,3-Butadiene and 1,4-Bistrimethylstannyl-2-butyne," H. J. Reich, K. E. Yelm, and I. L. Reich, J. Org. Chem. 1984, 49, 3438. PDF

  68. "Silyl Ketone Chemistry. Preparation of Eremophilane and Eudesmane Sesquiterpenes by Vinylallene Cycloaddition," H. J. Reich and E. E. Eisenhart, J. Org. Chem. 1984, 49, 5282. PDF

  69. "Lithium Metalloid Exchange Reactions. Kinetic Evidence for An Intermediate in the Lithium-Iodine Exchange," H. J. Reich, N. H. Phillips, and I. L. Reich, J. Am. Chem. Soc. 1985, 107, 4101. PDF

  70. "Organoselenium Chemistry. A Study of Intermediates in the Fragmentation of Aliphatic Ketoselenoxides. Characterization of Selenoxides, Selenenamides and Selenolseleninates by 1H, 13C and 77Se NMR," H. J. Reich, C. A. Hoeger and W. W. Willis, Jr., Tetrahedron 1985, 41, 4771.

  71. "Lithium-Metalloid Exchange Reactions. Observation of Lithium Pentaalkyl/aryl Tin Ate Complexes," H. J. Reich and N. H. Phillips, J. Am. Chem. Soc. 1986, 108, 2102. PDF

  72. "Organoselenium Chemistry. Alkylation of Acid, Ester, Amide and Ketone Enolates with Bromomethyl Benzyl Selenide and Sulfide: Preparation of Selenocysteine Derivatives," H. J. Reich, C. P. Jasperse, and J. M. Renga, J. Org. Chem. 1986, 51, 2981.

  73. "Silyl Ketone Chemistry. Preparation and Reactions of Silyl Allenol Ethers. Diels-Alder Reaction of Siloxy Vinylallenes Leading to Sesquiterpenes," H. J. Reich, E. K. Eisenhart, R. E. Olson, and M. J. Kelly, J. Am. Chem. Soc. 1986, 108, 7791. PDF

  74. "Silyl Ketone Chemistry. Synthesis of Regio- and Stereochemically Pure Enol Silyl Ethers Using α-Phenylthio Silyl Ketones," H. J. Reich, R. C. Holtan and S. I. Borkowsky, J. Org. Chem. 1987, 52, 312. PDF

  75. "Preparation of 3-Substituted-4-methyl Furans: 3-Iodo-4-methyl- and 3-Formyl-4-methyl Furan," H. J. Reich and R. E. Olson, J. Org. Chem. 1987, 52, 2315.

  76. "Organoselenium Chemistry. Redox Chemistry of Selenocysteine Model Systems," H. J. Reich and C. P. Jasperse, J. Am. Chem. Soc. 1987, 109, 5549. (Communication) PDF

  77. "Synthesis of 14C-Labeled Perfluorooctanoic and Perfluorodecanoic Acids; Purification of Perfluorodecanoic Acid," I. L. Reich, H. J. Reich, L. A. Manahan, R. E. Peterson, J. Labelled Compounds, 1987, 1235. (Article) PDF

  78. "Lithium Pentaalkyl/Aryl Tin Ate Complexes as Intermediates in the Lithium-Tin Exchange Reaction," H. J. Reich and N. H. Phillips, Pure Applied Chem., 1987, 59, 1021-1026.

  79. "Poly[1-trimethylsilyl)2-propen-1-one]: The First Example of a Poly (α,β-Unsaturated Acylsilane)," A. S. Gozdz, H. J. Reich and M. D. Bowe, Macromolecules, 1987, 20, 2031. (Article)

  80. "Organoselenium Chemistry. Preparation of Allylic, Allenic and Propargylic Stannanes by Substitution of Phenylseleno with Trimethylstannyl," H. J. Reich and J. W. Ringer, J. Org. Chem. 1988, 53, 455. (Communication)

  81. "Organoselenium Chemistry: Preparation and Reactions of 2,4,6-Tri-t-butylbenzeneselenenic Acid," H. J. Reich and C. P. Jasperse, J. Org. Chem. 1988, 53, 2389. (Communication)

  82. "Stereochemistry of Vinylallene Cycloadditions," H. J. Reich, E. K. Eisenhart, W. L. Whipple and M. J. Kelly, J. Am. Chem. Soc. 1988, 110, 6432. (Article) PDF

  83. "The Lithium-Metalloid Exchange Reaction. NMR Studies of the Phenyllithium-Iodobenzene Exchange," H. J. Reich and D. P. Green, J. Am. Chem. Soc. 1989, 111, 3444. (Communication) PDF

  84. "Spectroscopic and Reactivity Studies of Lithium Reagent - HMPA Complexes," H. J. Reich and D. P. Green, J. Am. Chem. Soc. 1989, 111, 8729. (Communication)

  85. "Acylsilane Chemistry. Synthesis of Regio and Stereoisomerically Defined Enol Silyl Ethers Using Silyl Ketones," H. J. Reich, R. C. Holtan and C. Bolm, J. Am. Chem. Soc. 1990, 112, 5609. (Article)

  86. "Preparation of the 5,6-Arene Oxide of 3,3',4,4'-Tetrachlorobiphenyl. Decarboxylative Elimination as an Effective Last Step," I. L. Reich and H. J. Reich, J. Org. Chem. 1990, 55, 2282. (Communication) PDF

  87. "Synthesis and Lithographic Evaluation of a Poly(acylsilane)," A. S. Gozdz, H. J. Reich, M. D. Bowe, in "Silicon-Based Polymer Science", J. M. Zeigler and F. W. G. Fearon, Eds., 1990, p. 693. (Article)

  88. "The Lithium-Selenium Exchange. Stereochemistry of alpha-Lithio Selenides and Sulfides," H. J. Reich and M. D. Bowe, J. Am. Chem. Soc. 1990, 112, 8994. (Communication) PDF

  89. "The Lithium-Metalloid Exchange. Dynamics and Equilibrium in the Li/I and Li/Te Exchange in Tetrahydrofuran: Iodine Tellurium and Mercury Ate Complexes," H. J. Reich, D. P. Green and N. H. Phillips, J. Am. Chem. Soc. 1991, 113, 1414. (Communication) PDF

  90. "The Use of N,N'-Dimethoxy-N,N'-dimethylurea as a Carbonyl Dication Equivalent in Organometallic Addition Reactions. Synthesis of Unsymmetrical Ketones," W. L. Whipple and H. J. Reich, J. Org. Chem. 1991, 56, 2911. (Note) PDF, Suppl

  91. "Direct Nuclear Magentic Resonance Spectroscopic Determination of Organolithium Ion Pair Structures in THF/HMPA Solution," H. J. Reich and J. P. Borst, J. Am. Chem. Soc. 1991, 113, 1835. (Communication)

  92. "Asymmetric Induction in the Oxidation of [2.2]Paracyclophane-Substituted Selenides. Application of Chirality Transfer in the Selenoxide [2,3] Sigmatropic Rearrangement," H. J. Reich and K. E. Yelm, J. Org. Chem. 1991, 56, 5672-5679. (Article) PDF

  93. "In Vitro Metabolism of [14C]4-Chlorobiphenyl and [14C]2,2',5,5'-Tetrachlorobiphenyl by Hepatic Microsomes from Rats and Pigeons. Evidence Against an Obligatory Arene Oxide in Aromatic Hydroxylation Reactions," J. T. Borlakoglu, K. D. Haegele, H. J. Reich, R. R. Dils and J. P. G. Wilkins. Int. J. Biochem. 1991, 23, 1427. (Article)

  94. "Mechanism of the Lithium-Tellurium, Lithium Iodine and Lithium-Mercury Exchange Reactions: Hypervalent Tellurium and Iodine Ate Complexes," H. J. Reich, D. P. Green, N. H. Phillips and J. P. Borst, Phosphorus, Sulfur, Silicon, 1992, 67, 83. (Article) PDF

  95. "The Lithium-Tin Exchange Reaction. Stereochemistry at Tin," H. J. Reich, J. P. Borst, M. B. Coplien and N. H. Phillips. J. Am. Chem. Soc. 1992, 114, 6577. (Communication). PDF

  96. "The First Organoselenium Ate Complex," Hans J. Reich, Birgir Ö. Gudmundsson and Robert R. Dykstra, J. Am. Chem. Soc. 1992, 114, 7937. (Communication). PDF

  97. "Stereochemistry of a Cyclohexyllithium Reagent. A Case of Higher Configurational Stability in Strongly Coordinating Media", Hans J. Reich, Marco A. Medina, Michael D. Bowe, J. Am. Chem. Soc. 1992, 114, 11003. (Communication) PDF

  98. "Synthesis of 2,3-Disubstituted 1,2-Butadienes from Organotin Precursors and Butadienyl Lithium Reagents. Diels-Alder Reactivity," H. J. Reich, I. L. Reich, K. E. Yelm, J. E. Holladay, and D. Gschneidner", J. Am. Chem. Soc. 1993, 115, 6625-35. (Article). PDF

  99. "Structure Effects of Ion Pair Separation: Planar and Pyramidal Sulfur and Silicon Substituted Carbanions," H. J. Reich, R. R. Dykstra, J. Am. Chem. Soc. 1993, 115, 7041. (Communication). PDF

  100. "A Nuclear Magnetic Resonance Spectroscopic Technique for the Characterization of Lithium Ion Pair Structures in THF and THF/HMPA Solution," H. J. Reich, J. P. Borst, R. R. Dykstra, D. P. Green J. Am. Chem. Soc. 1993, 115, 8728-41 (Article) PDF

  101. "Effect of Ion Pair Separation on Inversion and Rotation of Sulfur, Selenium, and Silicon Stabilized Organolithium Reagents," Hans J. Reich, Robert R. Dykstra Angew. Chem., Int. Ed. Engl. 1993, 32, 1469-70. (Communication). PDF

  102. "Lithium-Metalloid Exchange: Reactivity Studies of an Allenyl Lithium Reagent Using an Isomeric Pair of Allenyl and Prop-2-ynyl Stannanes," Hans J. Reich and J. Derek Mason, and Jonathan E. Holladay, J. Chem. Soc., Chem. Commun. 1993, 1481-3. (Communication).

  103. "Trimethylstannyl- and Tributylstannyllithium: Solution Structure in Ether, THF and HMPA," Hans J. Reich, Joseph P. Borst, Robert R. Dykstra, Organometallics 1994, 13, 1. (Communication). PDF

  104. "Solution Structure of Lithium Benzeneselenolate and Lithium Diphenylphosphide: NMR Identification of Cyclic Dimers and Mixed Dimers," Hans J. Reich and Robert R. Dykstra, Organometallics 1994, 13, 4578. (Article). PDF

  105. "Solution Ion Pair Structure of 2-Lithio-1,3-Dithianes in THF and THF-HMPA", Hans J. Reich, Joseph P. Borst, Robert R. Dykstra, Tetrahedron 1994, 50, 5869. (Article). PDF

  106. "Chelation Effects in Chiral Organolithium Reagents," Hans J. Reich and Klaus J. Kulicke, J. Am. Chem. Soc. 1995, 117, 6621-22. (Communication). PDF

  107. "Solution Structure of Allenyl-Propargyllithium Reagents", Hans J. Reich and Johnathan E. Holladay, J. Am. Chem. Soc. 1995, 117, 8470-71. (Communication). PDF

  108. "The Origin of Regioselectivity in an Allenyllithium Reagent," Hans J. Reich, Johnathan E. Holladay, J. Derek Mason, William H. Sikorski, J. Am. Chem. Soc. 1995, 117, 12137-12150. (Article). PDF

  109. "Dynamics of Solvent Exchange in Organolithium Reagents. Lithium as a Center of Chirality," Hans J. Reich and Klaus J. Kulicke, J. Am. Chem. Soc. 1996, 118, 273-274. (Communication). PDF

  110. "Tetrakis(mu-3-2-methyl-5-thienyl)tetrakis(diethylether-O-)-tetrahedro-tetralithium, [Li4(C5H5S)4-4(C4H10O)]," Douglas R. Powell, Wesley L. Whipple and Hans J. Reich, Acta Cryst. Sect. C 1996, C52, 1346-8. (Article).PDF

  111. "Solution Structure of 2-[(Dimethylamino)-methyl]phenyllithium," Hans J. Reich and Birgir O. Gudmundsson, J. Am. Chem. Soc. 1996, 118, 6074-6075. (Communication). PDF

  112. "Solution Structure of Silyl-Substituted Allenyl-Propargyllithium Reagents" Hans J. Reich and Johnathan E. Holladay, Angew. Chem. Int. Ed., Engl. 1996, 35, 2365-67. (Communication). PDF

  113. "Tris(trimethylsilyl)methane as an Internal 13C NMR Chemical Shift Thermometer," William H. Sikorski, Aaron W. Sanders and Hans J. Reich, Magn. Resonan. Chem. 1998, 36, S118-S124. (Article). PDF

  114. "Triple Ion Formation in Localized Organolithium Reagents" Hans J. Reich, William H. Sikorski, Birgir Ö. Gudmundsson and Robert R. Dykstra, J. Am. Chem. Soc. 1998, 120, 4035. (Communication). PDF

  115. "Aggregation and Reactivity of Phenyllithium Solutions," Hans J. Reich, D. Patrick Green, Marco A. Medina, Wayne S. Goldenberg, Birgir Ö. Gudmundsson, Robert R. Dykstra, and Nancy H. Phillips, J. Am. Chem. Soc. 1998, 120, 4035. (Article). PDF Suppl.

  116. "Ergosteroids III. Seco-Steroids Related to Dehydroepiandrosterone," Ieva L. Reich, Henry Lardy, Yong Wei, Padma Marwah, Nancy Kneer, Douglas R. Powell and Hans J. Reich Steroids, 1998, 63 542. (Article).

  117. "The Regioselectivity of Addition of Organolithium Reagents to Enones: The Role of HMPA," Hans J. Reich and William H. Sikorski, J. Org. Chem. 1999, 64, 14-15. (Communication) PDF Supp.

  118. "Solution Structure and Stereochemistry of Alkyl- and Silyl-Substituted Allenyl-Propargyllithium Reagents," Hans J. Reich, Johnathan E. Holladay, Tamara G. Walker and Jennifer L. Thompson, J. Am. Chem. Soc. 1999, 121, 9769-9780.(Article) PDF

  119. "Solvent-Dependent Lithium-Bridging in Allenyl- Propargyllithium Reagents," Hans J. Reich and Jennifer L. Thompson Org. Letters 2000, 2, 783-786. (Communication) PDF

  120. "Chelated Aryllithium Reagents -- Ring Size and Chelating Group Effects," Hans J. Reich, Wayne S. Goldenberg, Aaron W. Sanders and C. Christoph Tzschucke Org. Letters 2001, 3, 33-36. (Communication) PDF

  121. "The Regioselectivity of Addition of Organolithium Reagents to Enones and Enals: The Role of HMPA," William H. Sikorski and Hans J. Reich J. Am. Chem. Soc. 2001, 123, 6527-6535.(Article)PDF Suppl.

  122. "Amine-Chelated Aryllithium Reagents - Structure and Dynamics." Hans J. Reich, Wayne S. Goldenberg, Birgir Ö. Gudmundsson, Aaron W. Sanders, Klaus J. Kulicke, Katya Simon, and Ilia A. Guzei J. Am. Chem. Soc. 2001, 123, 8087-8079.(Article) PDF Suppl.

  123. "Identification and Mechanistic Consequences of Contact and Solvent-Separated Ion Pair Structures in Organolithium Chemistry." Hans J. Reich, Aaron W. Sanders, Martin J. Bevan, Wiliam H. Sikorski, and Robert R. Dykstra Latvian J. Chem. 2002, 93-103.(Article) PDF

  124. "Ergosteroids V: Preparation and Biological Activity of Various D-Ring Derivatives in the 7-Oxo-dehydroepiandrosterone Series," Ieva L. Reich, Hans J. Reich, Nancy Kneer and Henry Lardy, Steroids, 2002, 67, 221-233. (Article)

  125. "Are Ate Complexes True Intermediates in the Lithium-Metalloid Exchange? Subtle Effects of Ion Pair Structure in Lithium-Tellurium and Lithium-Selenium Exchange Reactions," Hans J. Reich, Martin J. Bevan, Birgir Ö. Gudmundsson and Craig L. Puckett, Angew. Chem. Int. Ed. Engl. 2002, 41, 3436-3439. (Communication) PDF

  126. "The Effect of HMPA on the Reactivity of Epoxides, Aziridines and Alkyl Halides with Organolithium Reagents," Hans J. Reich, Aaron W. Sanders, Adam T. Fiedler, and Martin J. Bevan, J. Am. Chem. Soc. 2002, 124, 13386-13387. (Communication) PDF Suppl.

  127. "The Role of Ate Complexes in the Lithium-Sulfur, Lithium-Selenium and Lithium-Tellurium Exchange Reactions," Hans J. Reich, Birgir Ö. Gudmundsson, D. Patrick Green, Martin J. Bevan, and Ieva L. Reich, Helv. Chim. Acta 2002, 85, 3748-3772. (Article) PDF

  128. "Amine and Ether Chelated Aryllithium Reagents - Structure and Dynamics." Hans J. Reich, Wayne S. Goldenberg, Aaron W. Sanders, Kevin L. Jantzi and C. Christoph Tzschucke, J. Am. Chem. Soc. 2003, 125, 3509 (full paper). PDF Suppl.

  129. "Pyrrolidine Chelated Aryllithium Reagents," Hans J. Reich, Wayne S. Goldenberg and Aaron W. Sanders, ARKIVOC 2004, (xiii) 97-129 (Full Paper). PDF

  130. "Reaction of Metalated Nitriles with Enones," Hans J. Reich,* Margaret M. Biddle and Robert J. Edmonston J. Org. Chem. 2005, 70, 3375-3382. (Full Paper) PDF Suppl.

  131. "The Strength of Parallel-Displaced Arene-Arene Interactions in Chloroform," Benjamin W. Gung, Xiaowen Xue, and Hans J. Reich J. Org. Chem. 2005, 70, 3641-3644. (Full Paper) PDF Suppl.

  132. "Solution Structure and Chelation Properties of 2-Thienyllithium Reagents," Kevin L. Jantzi, Craig L. Puckett, Ilia A. Guzei and Hans J. Reich, J. Org. Chem. 2005, 70,7520-7529. PDF Suppl.

  133. "Mechanism of the Lithium-Iodine Exchange in an Iodothiophene," Hans J. Reich, and Wesley L. Whipple, Can. J. Chem. 2005, 83, 1577. PDF

  134. "Studies on the Reactive Species in Fluoride-Mediated Carbon-Carbon Bond-Forming Reactions: Carbanion Formation by Desilylation with Fluoride and Enolates," Margaret M. Biddle and Hans J. Reich, J. Org. Chem. 2006, 71, 4031-4039. (Full Paper) PDF Suppl.

  135. "Interconversion of Contact and Separated Ion Pairs in Silyl- and Arylthio-Substituted Alkyllithium Reagents," Hans J. Reich, William H. Sikorski, Jennifer L. Thompson, Aaron W. Sanders, Amanda C. Jones, Org. Lett. 2006, 8, 4003-4006. (Communication) PDF

  136. "Solution and Solid-State Structures of Lithiated Phenyloxazolines," Kevin L. Jantzi, Ilia A. Guzei, Hans J. Reich, Organometallics. 2006, 25, 5380-5395. (Article) PDF Suppl.

  137. "Reactivity of Individual Organolithium Aggregates - a RINMR Study of n-Butyllithium and 2-Methoxy-6-(methoxymethyl)phenyllithium," Amanda C. Jones, Aaron W. Sanders, Martin J. Bevan and Hans J. Reich, J. Am. Chem. Soc. 2007, 129, 3492-3493. PDF, Suppl

  138. "Reactivity of the Triple Ion and Separated Ion Pair of Tris(trimethylsilyl)methyllithium with Aldehydes: A RINMR Study," Amanda C. Jones, Aaron W. Sanders, William H. Sikorski, Kristen L. Jansen, Hans J. Reich J. Am. Chem. Soc. 2008, 130, 6060-6061 (communication). PDF, Suppl, DOI

  139. "Unexpected Crystallization of 1,3-Bis(4-fluorophenyl)propan-2-one in Paratone Oil," Ilia A. Guzei,* Kristopher J. Kolonko and Hans J. Reich Acta Cryst. 2007, E63, o4094. PDF, DOI

  140. "Stabilization of Ketone and Aldehyde Enols by Formation of Hydrogen Bonds to Phosphazene Enolates and Their Aldol Products," Kristopher J. Kolonko and Hans J. Reich J. Am. Chem. Soc. 2008, 130, 9668 (Communication) PDF, Suppl, DOI

  141. "Multinuclear NMR Study of the Solution Structure and Reactivity of Tris(trimethylsilyl)methyllithium and its Iodine Ate Complex" Hans J. Reich, William H. Sikorski, Aaron W. Sanders, Amanda C. Jones, Kristin N. Plessel J. Org. Chem. 2009, 74, 719 (Article) PDF, Suppl, DOI

  142. "Solution Structures of Lithium Enolates of Cyclopentanone, Cyclohexanone, Acetophenones, and Benzyl Ketones. Triple Ions and Higher Lithiate Complexes," Kolonko, Biddle, Guzei, Reich J. Am. Chem. Soc. 2009, 131, 11525-11534 (Article) PDF, Suppl, DOI

  143. "Structure and Dynamics of α-Aryl Amide and Ketone Enolates: THF, PMDTA, TMTAN, HMPA, and Crypt-Solvated Lithium Enolates, and Comparison with Phosphazenium Analogues" Kristopher J. Kolonko, Ilia A. Guzei, and Hans J. Reich J. Org. Chem. 2010, 75, 6163-6172. (Article) PDF, Suppl, DOI

  144. "Mechanistic Studies of the Lithium Enolate of 4-Fluoroacetophenone: Rapid-Injection NMR Study of Enolate Formation, Dynamics, and Aldol Reactivity" Kristopher J. Kolonko, Daniel J. Wherritt, and Hans J. Reich J. Am. Chem. Soc. 2011, 133, 16774-16777. (Communication) PDF, Suppl, DOI

    Reviews

  145. "Organoselenium Oxidations," H. J. Reich, in "Oxidation in Organic Chemistry Part C", W. W. Trahanovsky, Ed., Academic Press, New York, 1978, p. 1. (Review)

  146. "Functional Group Manipulation Using Organoselenium Reagents," H. J. Reich, Acc. Chem. Res. 1979, 12, 22. (Review) PDF, DOI

  147. "Carbon-Carbon Bond Formation and Functional Group Interconversion Using Organoselenium Reagents," H. J. Reich, Proceedings of the Fourth International Conference on the Organic Chemistry of Selenium and Tellurium, F. J. Berry and W. R. McWhinnie, Eds., The University of Aston in Birmingham, 1983, p. 258.

  148. "Selenium Stabilized Carbanions", H. J. Reich in "Modern Organoselenium Chemistry," D. Liotta, Ed., Wiley, New York, p. 243, 1987. (Review)

  149. "[2,3] Sigmatropic Rearrangements of Organoselenium Compounds," H. J. Reich in "Modern Organoselenium Chemistry," D. Liotta, Ed., Wiley, New York, p. 365, 1987. (Review)

  150. "Preparation of α, β-Unsaturated Carbonyl Compounds and Nitriles by Selenoxide Elimination," Hans J. Reich, Susan Wollowitz, Organic Reactions 1993, 44, 1-296. (Review)

  151. Hans J. Reich, Section Editor of "Encyclopedia Of Reagents for Organic Synthesis," Wiley, Chichester, L. A. Paquette, Editor, 1995.

  152. "Introducing JCE ChemInfo: Organic," Hans J. Reich, J. Chem. Edu. 2005, 82, 495. (Column Editor).

  153. "What's Going on with These Lithium Reagents?" Hans J. Reich J. Org. Chem. 2012, 77, 5471-5491. PDF, DOI

    Computer Programs

  154. "WINDNMR," Hans J. Reich, J. Chem. Ed. Software, 1996, 3D, 2. (Computer Program) WINDNMR

  155. "WINPLT," Hans J. Reich, Chemical Structure Drawing Computer Program WINPLT

    Web Sites

  156. Hans J. Reich, Natural Product Syntheses
  157. Hans J. Reich, Bordwell pKa Table
  158. Hans J. Reich, Proton Chemical Shifts
  159. Hans J. Reich, Carbon-13 Chemical Shifts
  160. Hans J. Reich, Named Rules and Effects in Organic Chemistry
  161. Hans J. Reich, Named Reagents in Organic Chemistry
  162. Hans J. Reich, Organolithium Reagents
  163. Hans J. Reich, Organic Acronyms
  164. Hans J. Reich, Reactive Intermediates
Current Position Professor of Chemistry
University of Wisconsin, Madison


For comments, additions and corrections, send e-mail to Hans J. Reich