TRANSITION-STATES FOR THE HYDROGEN-ATOM ABSTRACTION REACTION BY ALPHA-OXYGEN SUBSTITUTED RADICALS - FELKIN-ANH RULE IN RADICAL CHEMISTRY

被引:28
作者
DAMM, W [1 ]
DICKHAUT, J [1 ]
WETTERICH, F [1 ]
GIESE, B [1 ]
机构
[1] UNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND
关键词
STEREOCHEMISTRY; RADICALS; ABINITIO CALCULATIONS; TRANSITION STATES; CONFORMATIONAL ANALYSIS; ESR-SPECTROSCOPY;
D O I
10.1016/0040-4039(93)85094-D
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ab initio calculations on transition states of the hydrogen atom abstration by alpha-oxygen substituted radicals show that the Felkin-Anh rule can be applied to radical chemistry.
引用
收藏
页码:431 / 434
页数:4
相关论文
共 11 条
  • [1] ANH NT, 1977, NOUV J CHIM, V1, P61
  • [2] GEOMETRICAL REACTION COORDINATES .2. NUCLEOPHILIC ADDITION TO A CARBONYL GROUP
    BURGI, HB
    DUNITZ, JD
    SHEFTER, E
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (15) : 5065 - 5067
  • [3] STEREOCHEMISTRY OF REACTION PATHS AT CARBONYL CENTERS
    BURGI, HB
    DUNITZ, JD
    LEHN, JM
    WIPFF, G
    [J]. TETRAHEDRON, 1974, 30 (12) : 1563 - 1572
  • [4] BURGI HB, 1974, J AM CHEM SOC, V96, P1956
  • [5] STEREOCHEMISTRY OF REACTION PATHS AS DETERMINED FROM CRYSTAL-STRUCTURE DATA - RELATIONSHIP BETWEEN STRUCTURE AND ENERGY
    BURGI, HB
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1975, 14 (07) : 460 - 473
  • [6] CHEREST M, 1968, TETRAHEDRON LETT, P2199
  • [7] TRANSITION STRUCTURES FOR RADICAL HYDROGEN ABSTRACTIONS AND LITHIUM HYDRIDE ADDITIONS - SIMILITUDES AND DIVARICATIONS
    EKSTEROWICZ, JE
    HOUK, KN
    [J]. TETRAHEDRON LETTERS, 1993, 34 (03) : 427 - 430
  • [8] Frisch M. J, 1992, GAUSSIAN 92
  • [9] CRAM'S RULE FOR RADICAL REACTIONS
    GIESE, B
    DAMM, W
    DICKHAUT, J
    WETTERICH, F
    SUN, SN
    CURRAN, DP
    [J]. TETRAHEDRON LETTERS, 1991, 32 (43) : 6097 - 6100
  • [10] THEORY AND MODELING OF STEREOSELECTIVE ORGANIC-REACTIONS
    HOUK, KN
    PADDONROW, MN
    RONDAN, NG
    WU, YD
    BROWN, FK
    SPELLMEYER, DC
    METZ, JT
    LI, Y
    LONCHARICH, RJ
    [J]. SCIENCE, 1986, 231 (4742) : 1108 - 1117