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带电子给体和 [60]富勒烯的轮烷的高效一锅合成。

Efficient one-pot synthesis of rotaxanes bearing electron donors and [60]fullerene.

机构信息

Chemistry Department, New York University, New York City, New York 10003, USA.

出版信息

Org Lett. 2009 Sep 17;11(18):4152-5. doi: 10.1021/ol9016645.

DOI:10.1021/ol9016645
PMID:19685862
Abstract

An easy one-pot procedure to synthesize rotaxanes bearing electron donors and C(60) is described. The straightforward strategy, based on copper(I)-templated synthesis and "click" chemistry, proved to be very efficient and versatile, allowing the preparation of porphyrin- and ferrocene-stoppered fullerene-rotaxanes in high yields. As revealed by NMR analysis and computational studies, the highly flexible porphyrin-fullerene rotaxane can assume different conformations, which are most likely driven by attractive interactions between porphyrin and fullerene moieties.

摘要

描述了一种简便的一锅法合成带有电子给体和 C(60)的轮烷的方法。该方法基于铜(I)模板合成和“点击”化学,具有很高的效率和通用性,可高产率地制备卟啉和二茂铁封端的富勒烯轮烷。通过 NMR 分析和计算研究表明,高度灵活的卟啉-富勒烯轮烷可以采用不同的构象,这很可能是由卟啉和富勒烯部分之间的吸引力驱动的。

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