SEMIFLEXIBLE RIBBON-TYPE STRUCTURES VIA REPETITIVE DIELS-ALDER CYCLOADDITION - CAGE FORMATION VERSUS POLYMERIZATION

被引：32

作者：

POLLMANN, M ^{[1
]}

MULLEN, K ^{[1
]}

机构：

[1] MAX PLANCK INST POLYMER RES,ACKERMANNWEG 10,D-55128 MAINZ,GERMANY

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1994年 / 116卷 / 06期

关键词：

D O I：

10.1021/ja00085a011

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Starting from various acetylenedicarboxylates (1a-e) as bis-dienophiles and [2.2](3,4)furanophane (2) as bis-diene, a series of ribbon-type oligomers (6) has been prepared via repetitive Diels-Alder reactions. Intramolecular Diels-Alder cycloaddition of 5, the smallest ''AB-type'' building block of 6, provides cage compound 7, whose structure has been determined unambiguously by crystallography. In order to avoid competitive retro-Diels-Alder reactions, high-pressure conditions have been applied. This approach provides ribbon-type polymers which contain cyclooctadiene (COD) moieties as ''semiflexible'' units.

引用

页码：2318 / 2323

页数：6

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