SPIN-INVERSION AND ORBITAL SYMMETRY CONSPIRACY IN TYPE-A LUMIKETONE REARRANGEMENTS

被引:32
作者
SHAIK, SS
机构
[1] Department of Chemistry, Cornell University Ithaca, New York
关键词
D O I
10.1021/ja00504a044
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Type A lumiketone rearrangement is known to originate from a triplet state1, 2 with evidence suggesting a 3ππ* reactive state. 2b-d The reaction (I) can be viewed as a formal [2π + 2σ]. © 1979, American Chemical Society. All rights reserved.
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页码:2736 / 2738
页数:3
相关论文
共 27 条
[1]   PHOTOCHEMICAL REACTIONS .52. PHOTOCHEMISTRY OF ALPHA BETA-UNSATURATED CYCLIC KETONES . SPECIFIC REACTIONS OF N,PI'- AND PI,PI'-TRIPLET STATES OF O-ACETYLTESTOSTERONE AND 10-METHYL-DELTA-1,9-OCTALONE-2 [J].
BELLUS, D ;
KEARNS, DR ;
SCHAFFNE.K .
HELVETICA CHIMICA ACTA, 1969, 52 (04) :971-&
[2]   TRANS CYCLOHEXENE [J].
BONNEAU, R ;
JOUSSOTDUBIEN, J ;
SALEM, L ;
YARWOOD, AJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (14) :4329-4330
[3]   EFFECTS OF ELECTRON REPULSION IN CONJUGATED HYDROCARBON DIRADICALS [J].
BORDEN, WT ;
DAVIDSON, ER .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (14) :4587-4594
[4]  
CHAPMAN OL, 1973, ORGANIC PHOTOCHEMIST, V3
[5]   PHOTOCHEMISTRY OF 4-METHYL-4-PHENYL-2-CYCLOHEXENONE - EFFECT OF SOLVENT ON EXCITED STATE [J].
DAUBEN, WG ;
SPITZER, WA ;
KELLOGG, MS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (15) :3674-&
[6]   DOUBLE-RESONANCE AND PROPERTIES OF LOWEST EXCITED TRIPLET-STATE OF ORGANIC-MOLECULES [J].
ELSAYED, MA .
ANNUAL REVIEW OF PHYSICAL CHEMISTRY, 1975, 26 :235-258
[7]  
GOLDFARB TD, CITED INDIRECTLY
[8]  
HALEVI EA, 1977, ISRAEL J CHEM, V16, P283
[9]  
KASHA M, 1965, 8TH EUR C MOL SPECTR
[10]   MECHANISM OF A STEREOSPECIFIC PHOTOSENSITIZED CYCLIZATION REACTION OF 3-METHYLENE-1,5-HEPTADIENE [J].
KITA, SI ;
FUKUI, KI .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1969, 42 (01) :66-+