Affiliation:
1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University
2. Innovative Catalysis Science Division, Institute for Open and Transdisciplinary Research Initiatives (ICS-OTRI), Osaka University
Abstract
AbstractDue to its large bond energy, precisely controllable C–F bond activation is a significant challenge in organic synthesis. A single C(sp3)–F bond transformation of perfluoroalkyl groups is particularly desirable to supply functionalized perfluoroalkyl compounds offering properties that are potentially useful in pharmaceutical and materials chemistry. Recently, the single defluorinative transformation of perfluoroalkyl compounds has been developed via visible-light photocatalysis. Herein, we summarize this field via two main topics. Topic 1 covers the transformations of C(sp3)–F bonds in either perfluoroalkylarenes or perfluoroalkane carbonyl compounds via a defluorinative spin-center shift in the radical anion intermediates. Topic 2 addresses the defluorinative transformations of α-trifluoromethyl alkenes to give gem-difluoroalkenes via a radical/polar crossover process.1 Introduction2 C(sp3)–F Transformations via Defluorinative Spin-Center Shifts3 C(sp3)–F Transformations via a Radical/Polar Crossover Process4 Conclusions
Funder
Japan Science and Technology Agency
Ministry of Education, Culture, Sports, Science & Technology
Japan Society for the Promotion of Science
Subject
Organic Chemistry,Catalysis
Cited by
7 articles.
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