富勒烯 - 巴比妥酸衍生物的简便合成及其光诱导二聚反应的超分子催化作用。

Facile synthesis of a fullerene-barbituric acid derivative and supramolecular catalysis of its photoinduced dimerization.

作者信息

McClenaghan Nathan D, Absalon Christelle, Bassani Dario M

机构信息

Laboratoire de Chimie Organique et Organométallique, CNRS UMR 5802 Université Bordeaux I, 33405 Talence, France.

出版信息

J Am Chem Soc. 2003 Oct 29;125(43):13004-5. doi: 10.1021/ja0372098.

DOI:10.1021/ja0372098

PMID:14570455

Abstract

A straightforward synthesis of a fullerene derivative appended with a barbituric acid molecular recognition motif is described. The presence of two nonself-complementary hydrogen-bonding sites is shown to be conducive to the construction of supramolecular assemblies. In the presence of a melamine derivative possessing complementary hydrogen-bonding sites, enhanced efficiency toward photodimerization of the fullerene moiety is observed. This represents the first example of intermolecular photodimerization of a fullerene derivative in homogeneous solution, made possible by the formation of supramolecular assemblies in which the fullerenes are maintained in close proximity.

摘要

本文描述了一种直接合成带有巴比妥酸分子识别基序的富勒烯衍生物的方法。结果表明，两个非自互补氢键位点的存在有利于超分子组装体的构建。在存在具有互补氢键位点的三聚氰胺衍生物的情况下，观察到富勒烯部分光二聚化的效率提高。这代表了在均相溶液中富勒烯衍生物分子间光二聚化的首个实例，这是通过形成超分子组装体实现的，其中富勒烯保持紧密相邻。