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基于重氮化合物的富勒烯C的[2 + 1]环加成反应。

[2 + 1] Cycloaddition reactions of fullerene C based on diazo compounds.

作者信息

Biglova Yuliya N

机构信息

Department of Chemistry, Bashkir State University, 450076, Ufa, Russian Federation.

出版信息

Beilstein J Org Chem. 2021 Mar 5;17:630-670. doi: 10.3762/bjoc.17.55. eCollection 2021.

DOI:10.3762/bjoc.17.55
PMID:33747235
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7940820/
Abstract

The most common variant of fullerene core functionalization is the [2 + 1] cycloaddition process. Of these, reactions leading to methanofullerenes are the most promising. They are synthesized in two main reactions: nucleophilic cyclopropanation according to the Bingel method and thermal addition of diazo compounds. This present review summarizes the material on the synthesis of monofunctionalized methanofullerenes - analogues of [60]PCBM - based on various diazo compounds. The main cyclopropanating agents for the synthesis of monosubstituted methanofullerenes, the optimal conditions and the mechanism of the [2 + 1] cycloaddition, as well as the practical application of the target products are analyzed.

摘要

富勒烯核心功能化最常见的变体是[2 + 1]环加成过程。其中，生成甲烷富勒烯的反应最具前景。它们主要通过两种反应合成：根据宾格尔方法进行的亲核环丙烷化反应以及重氮化合物的热加成反应。本综述总结了基于各种重氮化合物合成单官能化甲烷富勒烯（[60]PCBM的类似物）的相关材料。分析了用于合成单取代甲烷富勒烯的主要环丙烷化试剂、[2 + 1]环加成的最佳条件和机理，以及目标产物的实际应用。

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