HOW ADVANTAGEOUS IS THE INTRAMOLECULAR AGGREGATION OF 1,4-ORGANODILITHIO COMPOUNDS

被引：8

作者：

DESPONDS, O ^{[1
]}

SCHLOSSER, M ^{[1
]}

机构：

[1] UNIV LAUSANNE,INST CHIM ORGAN,CH-1005 LAUSANNE,SWITZERLAND

来源：

TETRAHEDRON | 1994年 / 50卷 / 20期

关键词：

D O I：

10.1016/S0040-4020(01)90443-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,11-Dilithio-5,5,7,7-tenamethyl-5,7-dihydrodibenz[c,e]oxepin (3) is a conformationally confined analogue of o,o'-dilithiobiphenyl (1). A temperature variable nmr study of this model compound, monitoring the coalescence of its diastereotopic methyl groups, has revealed a barrier of about 12 kcal/mol to planarization, just 2 kcal/mol less than that found with the metal-free heterocycle. Thus, the energetic benefit of intramolecular aggregation of o,o'-dilithiobisaryls is found to be significantly smaller than predicted by ab initio calculations.

引用

页码：5881 / 5888

页数：8

共 64 条

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