PYROLYSES OF ALKYL 2-METHYLCYCLOPROPANECARBOXYLATE AND "2,3-DIMETHYLCYCLOPROPANECARBOXYLATE AND 2-METHYLCYANOCYCLOPROPANE - EFFECT OF SUBSTITUTION ON GEOMETRIC AND STRUCTURAL ISOMERIZATION - EVIDENCE FOR CYCLOPROPANE DOUBLE INVERSION VIA REVERSIBLE FORMATION OF ENOLS RESULTING FROM HOMO-1,5-HYDROGEN SHIFTSB

被引:28
作者
GAJEWSKI, JJ [1 ]
WEBER, RJ [1 ]
BRAUN, R [1 ]
MANION, ML [1 ]
HYMEN, B [1 ]
机构
[1] INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47401
关键词
D O I
10.1021/ja00445a025
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:816 / 821
页数:6
相关论文
共 41 条
[1]   SYNCHRONOUS DOUBLE ROTATION IN STEREOMUTATION OF OPTICALLY-ACTIVE 1-PHENYLCYCLOPROPANE-2-D [J].
BERSON, JA ;
PEDERSEN, LD ;
CARPENTER, BK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (01) :240-242
[2]   THERMAL STEREOMUTATION OF OPTICALLY-ACTIVE TRANS-CYCLOPROPANE-1,2-D2 [J].
BERSON, JA ;
PEDERSEN, LD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (01) :238-240
[3]   SUBJACENT ORBITAL CONTROL - ELECTRONIC FACTOR FAVORING CONCERTEDNESS IN WOODWARD-HOFFMANN FORBIDDEN REACTIONS [J].
BERSON, JA ;
SALEM, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (25) :8917-&
[4]   THERMAL STEREOMUTATION OF CYCLOPROPANES [J].
BERSON, JA ;
PEDERSEN, LD ;
CARPENTER, BK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (01) :122-143
[5]   RADICAL STABILIZATION ENERGIES IN ESTERS - ALPHA-CARBOMETHOXY GROUP FROM KINETICS OF THERMAL ISOMERIZATION OF 1-CHLORO-4-CARBOMETHOXYBICYCLO[2.2.0]HEXANE IN LIQUID-PHASE [J].
CAIN, EN ;
SOLLY, RK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (15) :4791-4796
[7]  
CARTER WL, 1969, J AM CHEM S, V91, P7411
[8]   Kinetics of the thermal isomerization of cyclopropane [J].
Chambers, TS ;
Kistiakowsky, GB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1934, 56 :399-405
[9]   STUDIES IN STEREOCHEMISTRY .46. SINGLET DIRADICAL TRANSITION-STATES IN EPIMERIZATION REACTIONS OF SUBSTITUTED CYCLOPROPANES [J].
CHMURNY, AB ;
CRAM, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (13) :4237-4244
[10]   MECHANISM OF ISOMERIZATION OF CYCLOPROPANES [J].
CRAWFORD, RJ ;
LYNCH, TR .
CANADIAN JOURNAL OF CHEMISTRY, 1968, 46 (08) :1457-&