Exalted Resonance Effect in the Aryl-Assisted Solvolyses of 2-Aryl-2-(trifluoromethyl)ethyl m-Nitrobenzenesulfonates

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著者

    • HAZAMA Ken
    • Department of Chemistry, Faculty of Science, Niigata University
    • OHTA Mie
    • Department of Chemistry, Faculty of Science, Niigata University
    • KATO Keiko
    • Department of Chemistry, Faculty of Science, Niigata University

抄録

The substituent effects on solvolysis of 2-aryl-2-(trifluoromethyl)ethyl <I>m</I>-nitrobenzenesulfonates, in acetic acid and in 80% aqueous trifluoroethanol, were analyzed by Yukawa-Tsuno equation. The resonance demands (<I>r</I> = 0.77 in acetic acid) were larger than that of standard aryl-assisted solvolysis by 0.2. This enlargement should depend on a destabilization of aryl-assisted transition-state by an electron-withdrawing trifluoromethyl group.

収録刊行物

  • Chemistry letters

    Chemistry letters 1997(10), 973-974, 1997-10

    The Chemical Society of Japan

参考文献:  22件中 1-22件 を表示

  • <no title>

    TIDWELL T. T.

    Angew. Chem. Int. Ed. Engl. 23, 20, 1984

    被引用文献5件

  • <no title>

    CREARY X.

    Chem. Rev. 91, 1625, 1991

    被引用文献5件

  • <no title>

    FUJIO M.

    Bull. Chem. Soc. Jpn. 66, 3021, 1993

    被引用文献4件

  • <no title>

    LANCELOT C. J.

    Carbonium Ions 3, Cha 27, 1972

    被引用文献2件

  • <no title>

    MISHIMA M.

    Chem. Lett. 1990, 2277

    被引用文献2件

  • <no title>

    SIEBER S.

    J. Am. Chem. Soc. 115, 6987, 1993

    被引用文献1件

  • <no title>

    CRAM D. J.

    J. Am. Chem. Soc. 71, 3863, 1949

    被引用文献2件

  • <no title>

    CRAM D. J.

    J. Am. Chem. Soc. 86, 3767, 1964

    被引用文献2件

  • <no title>

    YUKAWA Y.

    Bull. Chem. Soc. Jpn. 32, 971, 1959

    被引用文献20件

  • <no title>

    YUKAWA Y.

    Bull. Chem. Soc. Jpn. 39, 2274, 1966

    被引用文献25件

  • <no title>

    FUJIO M.

    Bull. Chem. Soc. Jpn. 63, 1121, 1990

    被引用文献10件

  • <no title>

    GOTO M.

    Mem. Fuc. Sci., Kyushu Univ., Ser. C 18(2), 233, 1992

    被引用文献1件

  • <no title>

    FUJIO M.

    Bull. Chem. Soc. Jpn. 60, 1091, 1987

    被引用文献3件

  • <no title>

    MURATA A.

    Bull. Chem. Soc. Jpn. 63, 1129, 1990

    被引用文献8件

  • <no title>

    MURATA A.

    Bull. Chem. Soc. Jpn. 63, 1138, 1990

    被引用文献9件

  • <no title>

    MISHIMA M.

    Bull. Chem. Soc. Jpn. 70, 1163, 1997

    被引用文献5件

  • <no title>

    TIPSON R. S.

    J. Org. Chem. 9, 235, 1944

    被引用文献3件

  • <no title>

    AARON C.

    J. Org. Chem. 32, 2797, 1967

    被引用文献1件

  • <no title>

    BROWN H. C.

    J. Am. Chem. Soc. 92, 5244, 1970

    被引用文献4件

  • <no title>

    FUJIO M.

    Bull. Chem. Soc. Jpn. 65, 46, 1992

    被引用文献8件

  • <no title>

    FUJIO M.

    Mem. Fuc. Sci., Kyushu Univ., Ser. C 16(1), 85, 1987

    被引用文献1件

  • <no title>

    MISHIMA M.

    Mem. Fuc. Sci., Kyushu Univ., Ser. C 14(1), 199, 1983

    被引用文献1件

各種コード

  • NII論文ID(NAID)
    10002615364
  • NII書誌ID(NCID)
    AA00603318
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    03667022
  • データ提供元
    CJP書誌  J-STAGE 
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