PREPARATION, STRUCTURE AND STEREODYNAMICS OF PHOSPHORUS-BRIDGED CALIXARENES

被引：36

作者：

ALEKSIUK, O ^{[1
]}

GRYNSZPAN, F ^{[1
]}

BIALI, SE ^{[1
]}

机构：

[1] HEBREW UNIV JERUSALEM,DEPT ORGAN CHEM,IL-91904 JERUSALEM,ISRAEL

来源：

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY | 1994年 / 19卷 / 1-4期

关键词：

CALIXARENES; PREPARATION; CONFORMATION; DYNAMICS;

D O I：

10.1007/BF00708985

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The pyrolysis of several dialkylphosphate ester derivatives of calix[4]arenes yielded the same phosphorus bridged compound 7. Under the pyrolytic conditions the phosphate groups may be cleaved or intermolecularly transferred. X-ray crystallography of the bridged calixarenes 7 and 8 shows that they exist in a chiral 'flattened cone' (fc) conformation. The bridged calixarenes undergo in solution a dynamic process with a barrier of about 10.1 kcal mol(-1) for 7 and 8 and 13.1 kcal mol(-1) for 10, respectively. The dynamic processes result in enantiomerization of the systems. Pyrolysis of partially phosphorylated calix[6]arenes resulted in the formation of two products (11 and 12), each consisting of two subunits of three proximal rinks bridged by a phosphate group. The rotational barriers for 11 and 12 are 14.4 and 8.8 kcal mol(-1), indicating that the bridged calix[6]arene system 12 is appreciably more flexible than 11.

引用

页码：237 / 256

页数：20

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