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Acid-Responsive Dissociation of Ferrocene Compounds: Diels–Alder Diene Equivalents for Selective Preparation of [60]Fullerene-Fused Bicyclo[2.2.1]hept-5-enes

Authors :
Liu, Tong-Xin
Wu, Han
Ma, Nana
Zhang, Chuanjie
Zhang, Pengling
Ma, Jinliang
Zhang, Guisheng
Source :
The Journal of Organic Chemistry; March 2022, Vol. 87 Issue: 5 p3104-3113, 10p
Publication Year :
2022

Abstract

Herein, an unprecedented transformation of [60]fullerene with ferrocene compounds giving access to various [60]fullerene-fused bicyclo[2.2.1]hept-5-enes is presented. In the presence of an acid, ferrocene compounds undergo an unusual dissociation process and serve as Diels–Alder diene equivalents to react with [60]fullerene for the selective construction of a class of novel fullerene-fused bridged carbocyclic derivatives. The reaction is easy to perform and has a wide substrate scope as well as excellent functional group compatibility, representing a new application of ferrocene compounds in synthetic chemistry.

Details

Language :
English
ISSN :
00223263
Volume :
87
Issue :
5
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs58763131
Full Text :
https://doi.org/10.1021/acs.joc.1c02875