Pressure Effect on Hydrogen Bonding in Aqueous Diels-Alder Reactions

この論文にアクセスする

この論文をさがす

著者

抄録

The kinetic pressure effect on Diels-Alder reactions involving methyl vinyl ketone and conjugated dienes is investigated in organic and water solution with and without a H-bond generator (paranitrophenol) respectively. Whereas the difference in activation volumes is zero in organic solution, it amounts 3 - 4 cm<SUP>3</SUP>. mol<SUP>-1</SUP> in water. Such result points to an increased polarization of the keto group in aqueous solution ascribed to enhanced hydrogen bonding. It is suggested that hydrogen bond effects contributes to the kinetic effect in aqueous Diels-Alder reactions.

収録刊行物

  • 高圧力の科学と技術 = The Review of high pressure science and technology

    高圧力の科学と技術 = The Review of high pressure science and technology 7, 1265-1267, 1998

    The Japan Society of High Pressure Science and Technology

参考文献:  20件中 1-20件 を表示

  • <no title>

    RIDEOUT D.

    J. Am. Chem. Soc. 102, 7816, 1980

    被引用文献1件

  • <no title>

    KUMAR A.

    J. Org. Chem. 59, 230, 1994

    被引用文献1件

  • <no title>

    MIREJOWSKY D.

    J. Am. Chem. Soc. 105, 1112, 1983

    被引用文献1件

  • <no title>

    BLAKE J. F.

    J. Org. Chem. 59, 803, 1994

    被引用文献2件

  • <no title>

    GRIECO P. A.

    J. Org. Chem. 48, 3137, 1983

    被引用文献5件

  • <no title>

    CATIVIELA C.

    J. Phys. Org. Chem. 4, 48, 1991

    被引用文献1件

  • <no title>

    HUNT I.

    J. Chem. Soc. Perkin Trans. 2, 1051, 1991

    被引用文献1件

  • <no title>

    GAJEWSKI J. J.

    J. Org. Chem. 57, 5500, 1992

    被引用文献1件

  • <no title>

    OTTO S.

    J. Org. Chem. 59, 5372, 1994

    被引用文献1件

  • <no title>

    le NOBLE W. J.

    J. Am. Chem. Soc. 105, 2745, 1983

    被引用文献1件

  • <no title>

    JENNER G.

    High Pressure Chemistry, Biochemistry and Material Science 345, 1993

    被引用文献1件

  • <no title>

    KELLY T. R.

    Tetrahedron Lett. 31, 3381, 1990

    被引用文献1件

  • <no title>

    EL'YANOV B. S.

    Rev. Phys. Chem. Jpn 50, 169, 1980

    被引用文献2件

  • <no title>

    RIZZO C. J.

    J. Org. Chem. 57, 6382, 1992

    被引用文献1件

  • <no title>

    MORILD E.

    Adv. Protein Chem. 34, 93, 1981

    被引用文献2件

  • <no title>

    SYMONS M. C.

    Acc. Chem. Res. 14, 179, 1981

    被引用文献1件

  • <no title>

    MAKIMOTO S.

    J. Phys. Chem. 88, 6021, 1984

    被引用文献3件

  • <no title>

    JENNER G.

    Tetrahedron Lett. 35, 1189, 1994

    被引用文献1件

  • <no title>

    BLOKZIJL W.

    Angew. Chem., Int. Ed. Engl. 32, 1545, 1993

    DOI 被引用文献9件

  • <no title>

    BLOKZIJL W.

    J. Am. Chem. Soc. 113, 4241, 1991

    DOI 被引用文献2件

各種コード

  • NII論文ID(NAID)
    10002693654
  • NII書誌ID(NCID)
    AN10452913
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    0917639X
  • NDL 記事登録ID
    4494210
  • NDL 雑誌分類
    ZP1(科学技術--化学・化学工業)
  • NDL 請求記号
    Z17-1589
  • データ提供元
    CJP書誌  NDL  J-STAGE 
ページトップへ