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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
- 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