LEAVING GROUP, STERIC AND SUBSTITUENT EFFECTS IN HIGHLY CONGESTED SYSTEMS - ACID-CATALYZED DEHYDRATION OF ARYLDI-TERT-BUTYLCARBINOLS AND SOLVOLYSIS OF THEIR PARA-NITROBENZOATES

被引:24
作者
LOMAS, JS [1 ]
DUBOIS, JE [1 ]
机构
[1] UNIV PARIS 7,CNRS,CHIM ORGAN PHYS LAB,F-75005 PARIS,FRANCE
关键词
D O I
10.1016/0040-4020(78)80190-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:1597 / 1604
页数:8
相关论文
共 46 条
[21]  
HOUGH E, UNPUBLISHED
[22]  
INGRAHAM LL, 1956, STERIC EFFECTS ORGAN, pCH11
[23]   LINEAR FREE-ENERGY RELATIONSHIPS AND REACTIVITY-SELECTIVITY PRINCIPLE [J].
JOHNSON, CD .
CHEMICAL REVIEWS, 1975, 75 (06) :755-765
[24]   SIMPLE PREDICTION OF SUBSTITUENT SENSITIVITY (P+) FOR CARBOCATIONS [J].
JORGENSEN, WL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (11) :3840-3842
[25]   SYNTHESIS OF ESTERS OF ACID-UNSTABLE ALCOHOLS BY MEANS OF NORMAL-BUTYLLITHIUM [J].
KAISER, EM ;
WOODRUFF, RA .
JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (04) :1198-&
[26]   CORRELATION OF SOLVOLYSIS RATES OF 1-ADAMANTYL PARA-TOLUENSULFONATE [J].
KEVILL, DN ;
KOLWYCK, KC ;
WEITL, FL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (25) :7300-&
[27]  
KHOURY D, COMMUNICATION
[28]   IMPORTANCE OF LEAVING GROUP STERIC EFFECTS IN SOLVOLYSIS OF TERTIARY CARBINYL SYSTEMS EMPIRICAL FORCE-FIELD TREATMENT OF ACID-CATALYZED DEHYDRATION OF 2-ALKYL-2-ADAMANTANOLS [J].
LOMAS, JS ;
LUONG, PK ;
DUBOIS, JE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (16) :5478-5480
[29]   CONFORMATIONAL ISOMERISM IN ORTHO-TOLYLDI-TERT-BUTYLCARBINOL [J].
LOMAS, JS ;
DUBOIS, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (18) :3033-3034
[30]   NUCLEOPHILIC-ADDITION OF ORTHO-TOLYLLITHIUM COMPOUNDS TO DI-TERT-BUTYL KETONE - THERMAL AND ORGANOLITHIUM-CATALYZED ISOMERIZATION OF ORTHO-TOLYLDI-TERT-BUTYLCARBINOL ROTAMERS [J].
LOMAS, JS ;
LUONG, PK ;
DUBOIS, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (21) :3394-3399