PREPARATION AND SPECTROSCOPIC STUDIES OF THE 1,4-DIHYDRO-1,4-IMINONAPHTHALENE (7-AZABENZONORBORNADIENE) RING-SYSTEM

被引:42
作者
DAVIES, JW [1 ]
DURRANT, ML [1 ]
WALKER, MP [1 ]
BELKACEMI, D [1 ]
MALPASS, JR [1 ]
机构
[1] UNIV LEICESTER,DEPT CHEM,LEICESTER LE1 7RH,ENGLAND
关键词
7-AZANORBORNYL DERIVATIVES; NITROGEN INVERSION; INVERSION BARRIERS; INVERTOMER PREFERENCES;
D O I
10.1016/S0040-4020(01)88190-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a range of N alkyl 1,4-dihydro-1,4-iminonaphthalenes (7-azabenzonorbornadienes) and reduced derivatives is described together with 1,4-dihydro-1,4- and 9,10-dihydro-9,10- iminoanthracenes. VT NMR studies lead to unambiguous assignment of invertomer preferences; changes in the invertomer ratios and nitrogen inversion barriers are investigated as the electronic and steric environment is modified by variation of substituents in the carbon skeleton and at nitrogen.
引用
收藏
页码:861 / 884
页数:24
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