RATE ENHANCEMENTS AND SECONDARY BETA-DEUTERIUM KINETIC ISOTOPE EFFECTS AS CRITERIA OF NEIGHBORING GROUP PARTICIPATION - SOLVOLYSIS OF SOME TERTIARY ALK-5-ENYL CHLORIDES

被引:7
作者
ORLOVIC, M
HUMSKI, K
BORCIC, S
POLLA, E
机构
[1] UNIV ZAGREB, FAC PHARM & BIOCHEM, A KOVACICA 1, YU-41000 ZAGREB, YUGOSLAVIA
[2] INA RES & DEV, YU-41000 ZAGREB, YUGOSLAVIA
关键词
D O I
10.1039/c39860000263
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:263 / 264
页数:2
相关论文
共 10 条
[1]   SOLVOLYSIS RATES AND BETA-DEUTERIUM SECONDARY KINETIC ISOTOPE EFFECTS OF SOME TERTIARY AND SECONDARY ALK-5-ENYL DERIVATIVES - EVIDENCE FOR PI-PARTICIPATION [J].
ORLOVIC, M ;
BORCIC, S ;
HUMSKI, K ;
KRONJA, O ;
IMPER, V ;
POLLA, E .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1874-1878
[2]   DEUTERIUM KINETIC ISOTOPE EFFECTS .5. TEMPERATURE DEPENDENCE OF BETA-DEUTERIUM EFFECTS IN WATER SOLVOLYSIS OF ISOPROPYL COMPOUNDS [J].
LEFFEK, KT ;
ROBERTSON, RE ;
SUGAMORI, SE .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1961, 39 (10) :1989-&
[3]   SOME DEUTERIUM KINETIC ISOTOPE EFFECTS .4. BETA-DEUTERIUM EFFECTS IN WATER SOLVOLYSIS OF ETHYL, ISOPROPYL, AND TERT-BUTYL COMPOUNDS [J].
LEFFEK, KT ;
LLEWELLYN, JA ;
ROBERTSON, RE .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1960, 38 (11) :2171-2177
[4]   NEIGHBORING GROUP PARTICIPATION IN SOLVOLYSIS .5. C-14 AND DEUTERIUM-ISOTOPE EFFECTS IN SOLVOLYSIS OF NEOPHYL PARA BROMOBENZENESULFONATE [J].
YAMATAKA, H ;
KIM, SG ;
ANDO, T ;
YUKAWA, Y .
TETRAHEDRON LETTERS, 1973, (48) :4767-4770
[5]   LACK OF A SECONDARY BETA-DEUTERIUM KINETIC ISOTOPE EFFECT IN THE SOLVOLYSIS OF 2-CHLORO-3-HYDROSQUALENE - A CASE OF EXTENDED PI-PARTICIPATION AND INDICATION OF CONCERTED BIOMIMETIC POLYCYCLIZATION [J].
KRONJA, O ;
ORLOVIC, M ;
HUMSKI, K ;
BORCIC, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (06) :2306-2308
[6]   LACK OF SECONDARY BETA-DEUTERIUM KINETIC ISOTOPE EFFECT IN THE SOLVOLYSIS OF 2-CHLORO-2,6,10-TRIMETHYLDODECA-6,10-DIENE - INDICATION OF EXTENDED-PI-PARTICIPATION [J].
BORCIC, S ;
HUMSKI, K ;
IMPER, V ;
KRONJA, O ;
ORLOVIC, M ;
POLLA, E .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (10) :1861-1861
[7]   SECONDARY DEUTERIUM-ISOTOPE EFFECTS IN SOLVOLYSIS OF 1-ARYL-5-METHYL-5-HEPTEN-1-YL CHLORIDES - COMPARISON OF PI-PARTICIPATION AND NORMAL-PARTICIPATION MECHANISMS [J].
POLLA, E ;
BORCIC, S ;
SUNKO, DE .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (23) :4096-4100
[8]   NEIGHBORING GROUP PARTICIPATION IN SOLVOLYSIS .8. METHYL PARTICIPATION IN ACETOLYSIS OF 2-METHYL-2-ADAMANTYLMETHYL PARA-BROMOBENZENESULFONATE - ANGULAR-DEPENDENCE OF BETA-METHYL C-14 AND DEUTERIUM KINETIC ISOTOPE EFFECTS [J].
ANDO, T ;
YAMAWAKI, J ;
MORISAKI, H .
TETRAHEDRON LETTERS, 1979, (02) :117-120
[9]   SOLVOLYSIS OF 2-(TRIFLUOROMETHYL)-2-PROPYL TRIFLUOROMETHANESULFONATE - SOLVENT, SALT, AND BETA-DEUTERIUM ISOTOPE EFFECTS - SUBSTITUENT EFFECT OF A STRONGLY DEACTIVATING GROUP AND RATE-LIMITING SOLVENT-ASSISTED ELIMINATION [J].
JANSEN, MP ;
KOSHY, KM ;
MANGRU, NN ;
TIDWELL, TT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (13) :3863-3867
[10]   PRIMARY AND SECONDARY BETA-DEUTERIUM KINETIC ISOTOPE EFFECTS IN THE 1,3-PROTOTROPIC REARRANGEMENT OF 1-METHYLINDENE USING TERTIARY-AMINES AS CATALYSTS IN THE SOLVENTS TOLUENE AND DIMETHYL-SULFOXIDE [J].
MATSSON, O .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (02) :221-226