EXO-SELECTIVE ACCELERATION OF AN INTERMOLECULAR DIELS-ALDER REACTION BY A TRIMERIC PORPHYRIN HOST

被引：133
|
作者：
WALTER, CJ [1 ]
ANDERSON, HL [1 ]
SANDERS, JKM [1 ]
机构：
[1] UNIV CAMBRIDGE,CHEM LAB,CAMBRIDGE CTR MOLEC RECOGNIT,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND
来源：
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1993年 / 05期
关键词：
D O I：
10.1039/c39930000458
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A bimolecular Diels-Alder reaction is accelerated substantially and stereoselectively by binding diene and dienophile within the cavity of a cyclic metalloporphyrin trimer.
引用
收藏
页码：458 / 460
页数：3
相关论文
共 50 条
  • [41] EXO-ENDO ISOMERIZATION IN AN INTRAMOLECULAR DIELS-ALDER REACTION
    BILOVIC, D
    CROATICA CHEMICA ACTA, 1968, 40 (01) : 15 - &
  • [42] SYNTHESIS OF COBALT-SUBSTITUTED 1,3-DIENE COMPLEXES WITH UNUSUAL STRUCTURES AND THEIR EXO-SELECTIVE DIELS-ALDER REACTIONS
    WRIGHT, MW
    SMALLEY, TL
    WELKER, ME
    RHEINGOLD, AL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) : 6777 - 6791
  • [43] Cobalt(II)-catalyzed intermolecular Diels-Alder reaction of piperine
    Wei, K
    Li, W
    Koike, K
    Nikaido, T
    ORGANIC LETTERS, 2005, 7 (14) : 2833 - 2835
  • [44] Synthesis directed towards trans-clerodanes employing an exo-selective Diels–Alder reaction as a key-step
    Jakob Wåhlander
    Mohamed Amedjkouh
    Lise-Lotte Gundersen
    Monatshefte für Chemie - Chemical Monthly, 2019, 150 : 49 - 58
  • [45] A NEW PORPHYRIN DERIVATIVE FOR USE AS A DIENE IN THE DIELS-ALDER REACTION
    LIDDELL, PA
    DEMANCHE, LJ
    LI, SM
    MACPHERSON, AN
    NIEMAN, RA
    MOORE, AL
    MOORE, TA
    GUST, D
    TETRAHEDRON LETTERS, 1994, 35 (07) : 995 - 998
  • [46] THE DIELS-ALDER REACTION
    GOLDSTEIN, MJ
    SCIENCE, 1984, 224 (4646) : 239 - 239
  • [47] FREE-ENERGY PROFILE FOR A HOST-ACCELERATED DIELS-ALDER REACTION - THE SOURCES OF EXO SELECTIVITY
    WALTER, CJ
    SANDERS, JKM
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (02): : 217 - 219
  • [48] INTERMOLECULAR ASYMMETRIC DIELS-ALDER REACTIONS
    MORI, Y
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1982, 40 (04) : 321 - 331
  • [49] Dynamic solvation effects on the endo/exo selectivity of the Diels-Alder reaction
    Cainelli, G
    Galletti, P
    Giacomini, D
    Quintavalla, A
    TETRAHEDRON LETTERS, 2003, 44 (01) : 93 - 96
  • [50] A Computational Experiment of the Endo versus Exo Preference in a Diels-Alder Reaction
    Rowley, Christopher N.
    Woo, Tom K.
    Mosey, Nick J.
    JOURNAL OF CHEMICAL EDUCATION, 2009, 86 (02) : 199 - 201
12345