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Characterization of Transition State based on Solvation Behavior

Research Project

Project/Area Number06453041
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Organic chemistry
Research InstitutionKUMAMOTO UNIVERSITY(1995)
Kyushu University(1994)

Principal Investigator

TSUNO Yuho  Kumamoto Universithy, Institute for Foundamented Research of Organic Chemistry, Professor, 教養部, 教授 (10029845)

Co-Investigator(Kenkyū-buntansha) FUJIO Mizue  Kyushu University, Institute for Foundemented Research of Organic Chemistry, Ass, 有機化学基礎研究センター, 助教授 (10029887)
Project Period (FY) 1994 – 1995
Project Status Completed(Fiscal Year 1995)
Budget Amount *help
¥8,400,000 (Direct Cost : ¥8,400,000)
Fiscal Year 1995 : ¥1,700,000 (Direct Cost : ¥1,700,000)
Fiscal Year 1994 : ¥6,700,000 (Direct Cost : ¥6,700,000)
KeywordsSolvolysis Mechanism / Solvent Effect Analysis / Solvation / Transition State / Ion-Pair Return / O-18 Scrambling / Aryl-assisted Mechanism / PI-Delocalization / ベンジル位ソルボリシス / 脱溶媒和
Research Abstract

The solvent effect on these solvolyses of aryl-assisted and benzylic solvolyses, despite the nucleophilically limiting nature, generally failed to give a single linear correlation with the Winstein-Grunwald Equation, using the adamantyl Y_<OTs> but showed characteristic dispersion for various binary aqueous solvent series. It is evident that developing charge at the reaction center in the transition state of benzylic k_c carbocationic process is highly delocalized through effective PI-overlapping with the aryl group, and this may cause a singificant loss of the highly oriented specific solvation at the charge-delocalized reaction center in comparison with that for aliphatic localized 2-adamantyl cation. The solvent polarity scale YDELTA based on p-methoxyneophyl solvolysis combined with the Y_<OTs> has shown a wide applicability to the solvolyses of benxylic arylalkyl tosylates involving varying degree of PI-delocalization interaction with the incipient carbocation charge ; log (k/k_O) = aY_<OTs> +bYDELTA. The equation can be applied to a series of aryl-assisted solvolyses in an extremely high precision, suggesting a continuous spectrum of k_c - kDELTA mechanisms. Benzylic k_c solvolyses can also be treated with linear combination of Y_<OTs> and YDELTA. Application of above generalized equation, including cN_<OTs> term, has also been extended to the nucleophilic solvent assisted solvolyses of alkyl and arylalkyl tosylates, e.g., for a series of substituted benzyl tosylates with limited success, particularly indicating no precise additivity (or non-linearity) for the nucleophilic solvent assistance.

Report

(3results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report

Research Products

(76results)

All Other

All Publications

  • [Publications] K.Yatsugi: "Kinetic Effects of Thiourea Addition on Benzylic Solvolyses" Tetrahedron Lett.35. 135-138 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Substituent Effects on the Solvolysis of α-t-Butyl-α-methylbenzyl Chlorides" Tetrahedron Lett.35. 5005-5008 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N.Shimizu: "Silicon Effects. VI. β-Silicon Effect of Various Silyl Groups in Solvolysiss for α-Alkylbenzyl and α-Silybenzyl Systems" Bull. Chem. Soc. Jpn.67. 500-504 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of Benzyl p-Toluenesulfonates" Bull. Chem. Soc. Jpn.67. 2233-2243 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Substitutent Effect on Gas Phase Basicity of cis-2-Phenyl-2-butene. Intrinsic Resonance Demand of α,α-Dialkylbenzyl Carbocations" Chem. Lett.1607-1610 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] J.P.Richard: "A Comparison of Substituent Effects on the Stability of α,α-Dimethylbenzyl Carbocations in Aqueous Solution and in the Gas Phase: How Significant Is Nucleophilic Solvation?" J. Am. Chem. Soc.116. 6706-6712 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of Benzyl p-Toluenesulfonates. Behavior of Derivatives with Electron-Donating Substituents" Bull. Chem. Soc. Jpn.68. 2619-2628 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Substituent Effects on Chloride Transfer Equilibrium in the Gas Phase. Intrinsic Resonance Demand of Benzyl Cation" Bull. Chem. Soc. Jpn.68. 3199-3208 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Tsuji: "Oxygen-18 Scrambling Studies in the Solvolysis of α-(t-Butyl)benzyl Tosylates" Tetrahedron Lett.36. 1461-1464 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Tsuji: "Oxygen-18 Scrambling Studies in the Solvolysis of Benzyl Tosylates" Tetrahedron Lett.36. 1465-1468 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Electron Affinities of Acetophenones and Methyl Benzoates. Varying Resonance Demand of Aromatic Radical Anions" Tetrahedron Lett.36. 2265-2268 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Yamataka: "Gas Phase Carbon and Deuterium Isotope Effects on Electron Affinity of Benzophenone: A Combined Experimental and Theoretical Study" J. Am. Chem. Soc.117. 5829-5831 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Sawada: "Trimethylsilyl Cation Affinities to Permethylated Monosaccharides and Simple Crown Ethers in the Gas Phase Using ICR Mass Spectrometry -An Interconnection with FAB Ionization Mechanism-" J. Mass spectrom. Soc. Jpn.42. 225-235 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Sakai: "Regiospecific syn β-Elimination of 2-Arylalkyl p-Toluenesulfonates via ortho-Lithiation" Mem. Fac. Sci., Kyushu Univ., Ser. C. 19(2). 139-144 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 都野雄甫: "有機反応論の現状と将来-S_N1-S_N2を中心として" 現代化学増刊. 26. 7-12 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 都野雄甫: "加溶媒分解反応はどこまでわかったか" 現代化学増刊. 26. 24-32 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of p-Nitrobenzyl and 3,5-Bis(trifluoromethyl)benzyl p-Toluenesulfonates" Bull. Chem. Soc. Jpn.68. 673-682 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on Anchimerically Assisted Solvolyses. II. Solvent Effects in Solvolyses of threo-2-Aryl-1-methylpropyl p-Toluenesulfonates" Bull. Chem. Soc. Jpn.68. 2603-2617 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] A.D.Allen: "Ion Pairs in the Solvolysis of Secondary Systems. Salt Effect, ^^<18>O-Labeling and Polarimetric Studies of 1-(4'-Tolyl)-2,2,2-trifluoroethyl Tosylate" J. Am. Chem. Soc.117. 8974-8981 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.H.Kim: "Menschutkin-Type Reaction of Substituted Benzyl Arenesulfonates with Substituted N,N-Dimethylanilines" Bull. Korean Chem. Soc.16. 760-764 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] D.-Y.Cheong: "Structure-Reactivity Relationship of Benzyl benzenesulfonates(Part 2). Nucleophilic Substitution Reaction of Benzyl Derivatives" J. Korean Chem. Soc.39. 643-649 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Matsumoto: "Substituent Effects on the Stability of 1-Aryl-3,3,3-trifluoropropenyl-1-yl Cations" Gazz. Chimica Italiana. 125. 611-613 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Gas Phase Basicities of Phenylacetylene. Intrinsic Resonance Demand of the 1-Phenylvinyl Cation" Bull. Chem. Soc. Jpn.69. 445-451 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on Anchimerically Assisted Solvolyses. III. Solvent Effects on the Solvolysis of 1-Arylcycloalkyl p-Toluenesulfonates" Bull. Chem. Soc. Jpn.69. 751-764 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Tsuno: "Varying Resonance Demand in Carbocationic Systems" Chem. Soc. Rev.(印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Nakata: "Ab Initio MO Study of Benzylic Cations. 1. Some Theoretical Parameters Related with the Resonance Demand in Yukawa-Tsuno Equation" J. Phys. Org. Chem.(印刷中).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Yatsugi: "Kinetic Effects of Thiourea Addition on Benzylic Solvolyses" Tetrahedron Lett.35. 135-138 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Substituent Effects on the Solvolysis of alpha-t-Butyl-alpha-methlbenzyl Chlorides" Tetrahedron Lett.35. 5005-5008 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] N.Shimizu: "Silicon Effects. VI.beta-Silicon Effects of Various Silyl Groups in Solovolysis for alpha-Alkylbenzyl and alpha-Silybenzyl Systems" Bull.Chem.Soc.Jpn.67. 500-504 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of Benzyl p-Toluenesulfonates" Bull.Chem.Soc.Jpn.67. 2233-2243 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Substitutent Effect on Gas Phase Basicity of cis-2-Phenyl-2-butene. Intrinsic Resonance Demand of alpha, alpha-Dialkylbenzyl Carbocations" Chem.Lett.1994. 1607-1610

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] J.P.Richard: "A Comparison of Substituent Effects on the Stability of alpha, alpha-Dimethylbenzyl Carbocations in Aqueous Solution and in the Gas Phase : How Significant Is Nucleophilic Solvation?" J.Am.Chem.Sec.116. 6706-6712 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Sawada: "Trimethylsilyl Cation Affinities to Permethylated Monosaccharides and Simple Crown Ethers in the Gas Phase Using Mass Spectrometry -An Interconnection with FAB Ionization Mechanism-" J.Mass spectrom.Soc.Jpn.42. 225-235 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Sakai: "Regiospecific syn beta-Elimination of 2-Arylalkyl p-Toluenesulfonates via ortho-Lithiation" Mem.Fac.Sci., Kyushu Univ., Ser. C. 19 (2). 139-144 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of p-Nitrobenzyl and 3,5-Bis (trifluoromethyl) benzyl p-Thluenesulfonates" Bull.Chem.Soc.Jpn.68. 673-682 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Tsuji: "Oxygen-18 Scrambling Studies in the Solvolysis of alpha- (t-Butly) benzyl Tosylates" Tetrahedron Lett.36. 1461-1464 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Tsuji: "Oxygen-18 Scrambling Studies in the Solvolysis of Benzyl Tosylates" Tetrahedron Lett.36. 1465-1468 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Electron Affinities of Acetophenones and Methyl Benzoates. Varying Resonance Demand of Aromatic Radical Anions" Tetrahedron Lett.36. 2265-2268 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] H.Yamataka: "Gas Phase Carbon and Deuterium Isotope Effects on Electron Affinity of Benzophenone : A Combined Experimental and Theoretical Study" J.Am.Chem.Soc.117. 5829-5831 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on Anchimerically Assisted Solvolyses. II.Solvent Effects in Solvolyses of threo-2-Aryl-1-methylpropyl p-Toluenesulfonates" Bull.Chem.Soc.Jpn.68. 2603-2617 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of Benzyl p-Toluenesulfonates. Behavior of Derivatives with Electron-Donating Substituents" Bull.Chem.Soc.Jpn.68. 2619-2628 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] A.D.Allen: "Ion Pairs in the Solvolysis of Secondary Systems. Salt Effect, ^<18>O-Labeling and Polarimetric Studies of 1- (4'-Tolyl) -2,2,2-trifluoroethyl Tosylate" J.Am.Chem.Soc. 117. 8974-8981 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.H.Kim: "Menschutkin-Type Reaction of Substituted Benzyl Arenesulfonates with Substituted N,N-Dimethylanilines" Bull.Korean Chem.Soc.16. 760-764 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] D.-Y.Cheong: "Structure-Reactivity Relationship of Benzyl benzenesulfonates (Part 2). Nucleophilic Substitution Reaction of Benzyl Derivatives" J.Korean Chem.Soc.39. 643-649 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Substituent Effects on Chloride Transfer Equilibrium in the Gas Phase. Intrinsic Resonance Demand of Benzyl Cation" Bull.Chem.Soc.Jpn.68. 3199-3208 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Matsumoto: "Substituent Effects on the Stability of 1-Aryl-3,3,3-trifluoropropenyl-1-yl Cations" Gazz.Chimica Ital.125. 611-613 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Mishima: "Gas Phase Basicities of Phenylacetylene. Intrinsic Resonance Demand of the 1-Phenylvinyl Cation" Bull.Chem.Soc.Jpn.69. 445-451 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Tsuno: "Varying Resonance Demand in Carbocationic Systems" Chem.Soc.Rev.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] M.Fujio: "Solvent Effects on Anchimerically Assisted Solvolyses. III.Solvent Effects on the Solvolysis of 1-Arylcycloalkyl p-Toluenesulfonates" Bull Chem.Soc.Jpn.69. 751-764 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] K.Nakata: "Ab Initio MO Study of Benzylic Cations. 1. Some Theoretical Parameters Related with the Resonance Demand in Yukawa-Tsuno Equation" J.Phys.Org.Chem.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 都野雄甫: "「有機反応論の現状と将来-S_N1-S_N2を中心として」" 現代化学増刊. 26. 7-12 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 都野雄甫: "「加溶媒分解反応はどこまでわかったか」" 現代化学増刊. 26. 24-32 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Mishima: "Electron Affinities of Acetophenones and Methyl Benzoates. Varying Resonance Demand of Aromatic Radical Anions" Tetrahedron Lett.36. 2265-2268 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] H.Yamataka: "Gas Phase Carbon and Deuterium Isotope Effects on Electron Affinity of Benzophenone : A Combined Experimental and Theoretical Study" J.Am.Chem.Soc.117. 5829-5831 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Fujio: "Solvent Effects on Anchimerically Assisted Solvolyses. II. Solvent Effects in Solvolyses of threo-2-Aryl-1-methylpropyl p-Toluenesulfonates" Bull.Chem.Soc.Jpn.68. 2603-2617 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of Benzyl p-Toluenesulfonates. Behavior of Derivatives with Electron-Donating Substituents" Bull.Chem.Soc.Jpn.68. 2619-2628 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] A.D.Allen: "Ion Pairs in the Solvolysis of Secondary Systems. Salt Effects,^<18>0-Labeling and Polarimetric Studies of 1- (4′-Tolyl) -2,2,2-trifluoroethyl Tosylate" J.Am.Chem.Soc.117. 8974-8981 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] S.H.Kim: "Menschutkin-Type Reaction of Substituted Benzyl Arenesulfonates with Substituted N,N-Dimethylanilines" Bull.Korean Chem.Soc.16. 760-764 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] D.-Y.Cheong: "Structure-Reactivity Relationship of Benzyl benzenesulfonates (Part 2). Nucleophilic Substitution Reaction of Benzyl Derivatives" J.Korean Chem.Soc.39. 643-649 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Mishima: "Substituent Effects on Chloride Transfer Equilibrium in the Gas Phase. Intrinsic Resonance Demand of Benzyl Cation" Bull.Chem.Soc.Jpn.68. 3199-3208 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] T.Matsumoto: "Substituent Effects on the Stability of 1-Aryl-3,3,3-trifluoropropenyl-1-yl Cations" Gazz.Chimica Italiana. 125. 611-613 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Mishima: "Gas Phase Basicities of Phenylacetylene. Intrinsic Resonance Demand of the 1-Phenylvinyl Cation" Bull.Chem.Soc.Jpn.69. 445-451 (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] M.Fujio: "Solvent Effects on Anchimerically Assisted Solvolyses.III. Solvent Effects on the Solvolysis of 1-Arylcycloalkyl p-Toluenesulfonates" Bull.Chem.Soc.Jpn.69(印刷中). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y.Tsuno: "Varying Resonance Demand in Carbocationic Systems" Chem.Soc.Rev.(印刷中). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] K.Nakata: "Ab Initio MO Study of Benzylic Cations. 1. Some Theoretical Parameters Related with the Resonance Demand in Yukawa-Tsuno Equation" J.Phys.Org.Chem.9(印刷中). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] K.Yatsugi: "Kinetic Effects of Thiourea Addition on Benzylic Solvolyses" Tetrahedron Lett.35. 135-138 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Mishima: "Substitutent Effects on Gas Phase Basicity of cis-2-Phenyl-2-butene.Intrinsic Resonance Demand of α,α-Dialkylbenzyl Carbocations" Chem.Lett.1607-1610 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Fujio: "Substituent Effects on the Solvolysis of α-t-Butyl,α-methylbenzyl Chlorides" Tetrahedron Lett.35. 5005-5008 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] N.Shimizu: "Silicon Effects.VI.β-Silicon Effect of Various Silyl Groups in Solvolysis for α-Alkylbenzyl and α-Silybenzyl Systems" Bull.Chem.Soc.Jpn.67. 500-504 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of Benzyl p-Toluenesulfonates" Bull.Chem.Soc.Jpn.67. 2233-2243 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] J.P.Richard: "A Comparison of Substituent Effects on the Stability of α,α-Dimethylbenzyl Carbocations in Aqueous Solution and in the Gas Phase:" J.Am.Chem.Soc.116. 6706-6712 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Sawada: "Trimethylsilyl Cation Affinities to Permethylated Monosaccharides and Simple Crown Ethers in the Gas Phase Using ICR Mass Spectrometry" J.Mass Spectrom.Soc.Jpn.42. 225-235 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Sakai: "Regiospecific syn β-Elimination of 2-Arylalkyl p-Toluenesulfonates via ortho-Lithiation" Mem.Fac.Sci.,Kyushu Univ.,Ser.C,. 19(2). 139-144 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Fujio: "Solvent Effects on the Solvolysis of p-Nitrobenzyl and 3,5-Bis(trifluoromethyl)benzyl p-Toluenesulfonates" Bull.Chem.Soc.Jpn.68. 673-682 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Tsuji: "Oxygen-18 Scrambling Studies in the Solvolysis of α-(t-Butyl)benzyl Tosylates" Tetrahedron Lett.36. 1461-1464 (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Tsuji: "Oxygen-18 Scrambling Studies in the Solvolysis of Benzyl Tosylates" Tetrahedron Lett.36. 1465-1468 (1995)

    • Related Report
      1994 Annual Research Report

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Published : 1994-04-01   Modified : 2016-04-21  

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