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N-磺酰基-2-烯丙基苯胺的级联自由基反应与[60]富勒烯:(2-吲哚基)甲基化全氢富勒烯的合成与功能化。

Cascade Radical Reaction of N-Sulfonyl-2-allylanilines with [60]Fullerene: Synthesis and Functionalization of (2-Indolinyl)methylated Hydrofullerenes.

机构信息

CAS Key Laboratory of Soft Matter Chemistry, Hefei National Laboratory for Physical Sciences at Microscale, Collaborative Innovation Center of Chemistry for Energy Materials (iChEM), and Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, P. R. China.

Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Materials for Energy Conversion, and Department of Materials Science and Engineering, University of Science and Technology of China , Hefei, Anhui 230026, P. R. China.

出版信息

Org Lett. 2017 Oct 6;19(19):5110-5113. doi: 10.1021/acs.orglett.7b02343. Epub 2017 Sep 14.

Abstract

The copper-promoted cascade radical reaction of N-sulfonyl-2-allylanilines with [60]fullerene has been developed to efficiently provide novel and scarce (2-indolinyl)methylated hydrofullerenes, featuring a broad substrate scope and excellent functional group tolerance. A plausible reaction mechanism for the formation of (2-indolinyl)methylated hydrofullerenes is proposed on the basis of the experimental results. In addition, further transformation into other carbocyclic derivatives of [60]fullerene as well as their applications in organic photovoltaic devices of the obtained products has also been explored.

摘要

铜促进的 N-磺酰基-2-烯丙基苯胺与[60]富勒烯的级联自由基反应已被开发出来,以有效地提供新型和稀缺的(2-吲哚基)甲基化氢化富勒烯,具有广泛的底物范围和优异的官能团耐受性。根据实验结果,提出了(2-吲哚基)甲基化氢化富勒烯形成的合理反应机制。此外,还探索了进一步转化为[60]富勒烯的其他碳环衍生物及其在所得产物的有机光伏器件中的应用。

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