Controlling factors in the synthesis of cucurbituril and its homologues

被引：949

作者：

Day, A ^{[1
]}

Arnold, AP ^{[1
]}

Blanch, RJ ^{[1
]}

Snushall, B ^{[1
]}

机构：

[1] Univ New S Wales, Australian Def Force Acad, Univ Coll, Sch Chem, Canberra, ACT 2600, Australia

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 24期

关键词：

D O I：

10.1021/jo015897c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The acid-catalyzed synthesis of cucurbit[n]urils from formaldehyde and glycoluril is poorly understood. In this paper, we examine a wide range of reaction conditions that include the effects of acid type, acid concentration, reactant concentrations, and temperature to both probe the mechanism and optimize the yields of isolated cucurbit[n]urils, where n = 5-10. A mechanism for the formation of these cucurbit[n]urils is presented. Individual cucurbit[n]urils were unambiguously identified in reaction mixtures using ESMS and C-13 NMR.

引用

页码：8094 / 8100

页数：7

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