SECONDARY DEUTERIUM KINETIC ISOTOPE EFFECTS IN THE AQUEOUS CLAISEN REARRANGEMENT - EVIDENCE AGAINST AN IONIC TRANSITION-STATE

被引:52
作者
GAJEWSKI, JJ
BRICHFORD, NL
机构
[1] Department of Chemistry, Indiana University, Bloomington
关键词
D O I
10.1021/ja00086a073
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:3165 / 3166
页数:2
相关论文
共 15 条
[1]  
BELANICL.V, 1965, CROAT CHEM ACTA, V37, P61
[2]   EFFECT OF POLAR-SOLVENTS ON THE RATES OF CLAISEN REARRANGEMENTS - ASSESSMENT OF IONIC CHARACTER [J].
BRANDES, E ;
GRIECO, PA ;
GAJEWSKI, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (03) :515-516
[3]   SYNTHESIS AND CLAISEN REARRANGEMENT OF ALKOXYALLYL ENOL ETHERS - EVIDENCE FOR A DIPOLAR TRANSITION-STATE [J].
COATES, RM ;
ROGERS, BD ;
HOBBS, SJ ;
PECK, DR ;
CURRAN, DP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) :1160-1170
[4]   WHAT CAUSES AQUEOUS ACCELERATION OF THE CLAISEN REARRANGEMENT [J].
CRAMER, CJ ;
TRUHLAR, DG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (23) :8794-8799
[5]   SUBSTITUTION AND REARRANGEMENT REACTIONS OF ALLYLIC COMPOUNDS [J].
DEWOLFE, RH ;
YOUNG, WG .
CHEMICAL REVIEWS, 1956, 56 (04) :753-901
[6]   VARIABLE TRANSITION-STATE STRUCTURE IN 3,3-SIGMATROPIC SHIFTS FROM ALPHA-SECONDARY DEUTERIUM-ISOTOPE EFFECTS [J].
GAJEWSKI, JJ ;
CONRAD, ND .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (22) :6693-6704
[7]   A SEMITHEORETICAL MULTIPARAMETER APPROACH TO CORRELATE SOLVENT EFFECTS ON REACTIONS AND EQUILIBRIA [J].
GAJEWSKI, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (20) :5500-5506
[8]   ON THE MECHANISM OF REARRANGEMENT OF CHORISMIC ACID AND RELATED-COMPOUNDS [J].
GAJEWSKI, JJ ;
JURAYJ, J ;
KIMBROUGH, DR ;
GANDE, ME ;
GANEM, B ;
CARPENTER, BK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (04) :1170-1186
[9]  
GAJEWSKI JJ, 1987, ISOTOPES ORGANIC CHE, V7, P115
[10]   WATER AS A SOLVENT FOR THE CLAISEN REARRANGEMENT - PRACTICAL IMPLICATIONS FOR SYNTHETIC ORGANIC-CHEMISTRY [J].
GRIECO, PA ;
BRANDES, EB ;
MCCANN, S ;
CLARK, JD .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) :5849-5851