POLAR EFFECTS IN THE TRANSITION-STATE OF THE BERGMAN CYCLIZATION

被引：61

作者：

SCHMITTEL, M

KIAU, S

机构：

来源：

CHEMISTRY LETTERS | 1995年 / 10期

关键词：

D O I：

10.1246/cl.1995.953

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

the kinetic data of enediynes 1a-c it is concluded that electron withdrawing substituents are lowering the free activation energy in the Bergman cycloaromatization by decreasing the repulsion of the in-plane pi-orbitals.

引用

页码：953 / 954

页数：2

共 12 条

[1] ADDITIVITY RULES FOR ESTIMATION OF THERMOCHEMICAL PROPERTIES
BENSON, SW
CRUICKSHANK, FR
GOLDEN, DM
HAUGEN, GR
ONEAL, HE
RODGERS, AS
SHAW, R
WALSH, R
[J]. CHEMICAL REVIEWS, 1969, 69 (03) : 279 - +
[2] CLARK T, 1991, VAMP 4 5
[3] DEWER MJS, 1985, J AM CHEM SOC, V107, P3902
[4] COMPARISON OF BIRADICAL FORMATION BETWEEN ENEDIYNE AND ENYNE ALLENE - ABINITIO CASSCF AND MRSDCI STUDY
KOGA, N
MOROKUMA, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (06) : 1907 - 1911
[5] CCSD(T) INVESTIGATION OF THE BERGMAN CYCLIZATION OF ENEDIYNE - RELATIVE STABILITY OF O-DIDEHYDROBENZENE, M-DIDEHYDROBENZENE, AND P-DIDEHYDROBENZENE
KRAKA, E
CREMER, D
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) : 4929 - 4936
[6] AB-INITIO STUDY OF THE BERGMAN REACTION - THE AUTOAROMATIZATION OF HEX-3-ENE-1,5-DIYNE
LINDH, R
PERSSON, BJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) : 4963 - 4969
[7] MAIER ME, 1992, LIEBIGS ANN CHEM, P855
[8] NICOLAOU KC, 1991, ANGEW CHEM, V103, P1453
[9] THE ENERGY WELL OF DIRADICALS .5. 1,3,5-CYCLOHEXATRIENE-1,4-DIYL AND 2,4-CYCLOHEXADIENE-1,4-DIYL
ROTH, WR
HOPF, H
HORN, C
[J]. CHEMISCHE BERICHTE, 1994, 127 (09) : 1765 - 1779
[10] ELECTRON-TRANSFER INITIATED DIELS-ALDER REACTION WITH ALLENES AS DIENOPHILES
SCHMITTEL, M
WOHRLE, C
[J]. TETRAHEDRON LETTERS, 1993, 34 (52) : 8431 - 8434

← 1 2 →