ENHANCED POLARIZATION OF HEPTAFULVENE AND TROPONE BY ANNELATION WITH 3 BICYCLO[2.2.2]OCTENE FRAMEWORKS

被引：6

作者：

AONUMA, S

KOMATSU, K

MAEKAWA, N

TAKEUCHI, K

机构：

来源：

CHEMISTRY LETTERS | 1991年 / 05期

关键词：

D O I：

10.1246/cl.1991.767

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The heptafulvene and tropone annelated with three bicyclo-[2.2.2]octene frameworks (4(X = CH2, O)) were synthesized as stable crystals, and were found to be more polarized than the corresponding parent compounds. Accordingly, the basicity of 4(X = O) is increased as was shown by the enhanced pK(a) of the conjugate acid 3(R = OH) by 2.1-2.5 pK units. The results of dynamic NMR as well as molecular mechanics calculations indicate that 4(X = CH2) exists in a boat form while 4(X = O) is nearly planar.

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页码：767 / 770

页数：4

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