The synthesis of aromatic dicarboxaldehydes is described along with their reactivity in the [3 + 3] cyclocondensation reaction with (1R,2R)-diaminocyclohexane to give trianglimine macrocycles. In particular, the scope and limitation of the reaction with regard to complete control of the cavity size of the macrocycles is discussed producing a total of 11 macrocycles with different cavity sizes ranging from 9 to 23 Å.
本文介绍了芳香族二甲醛的合成过程,以及它们与 (1R,2R)- 二氨基环己烷发生 [3 + 3] 环缩合反应生成三醯亚胺大环的反应性。特别是讨论了该反应在完全控制大环空腔尺寸方面的范围和局限性,总共生成了 11 个空腔尺寸从 9 Å 到 23 Å 不等的大环。
Efficient Synthesis of Novel Bis(dipyrromethanes) with Versatile Linkers via Indium(III) Chloride-Catalyzed Condensation of Pyrrole and Dialdehydes
作者:Hongbin Zhao、Junxu Liao、Jingheng Ning、Yujia Xie、Yingjie Cao、Liang Chen、Deliang Yang、Bangying Wang
DOI:10.1002/adsc.201000336
日期:2010.11.22
series of novel bis(dipyrromethanes) with versatile arylene linkers through an indi- um(III) chloride-catalyzed condensation reaction between various dialdehydes and pyrrole has been developed. This protocol is applicable to constructing a variety of bis(dipyrromethanes) with diverse functional linkers, which provides a powerful route to construct libraries of functionalized porphyrin dimers and even