Steric and electronic effects in imine-hemiaminal ring-chain tautomerism

被引:7
作者
Derrick, SD [1 ]
Boehme, R [1 ]
Wong, KM [1 ]
Nemeth, F [1 ]
Tanaka, K [1 ]
Rumberg, B [1 ]
Beekman, RA [1 ]
Dibble, PW [1 ]
机构
[1] UNIV LETHBRIDGE, DEPT CHEM, LETHBRIDGE, AB T1K 3M4, CANADA
关键词
D O I
10.1016/S0040-4020(96)00352-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have examined a series of 1,3-dihydro-1-dihydro-1-isobenzofuranamines that exist in an imine/hemiaminal ring-chain tautomerism. The tautomeric free energies are rationalized in terms of electronic and steric effects. A series of compounds bearing substituents of varying bulk have free energies that correlate well with substituent A values. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:7679 / 7690
页数:12
相关论文
共 31 条