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Preparation of Tetrasubstituted Olefins Using Mono or Double Aerobic Direct C–H Functionalization Strategies: Importance of Steric Effects
Author(s) -
Nicolas Gigant,
François Quintin,
JanE. Bäckvall
Publication year - 2015
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.2
H-Index - 228
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.5b00148
Subject(s) - chemistry , steric effects , surface modification , limiting , combinatorial chemistry , oxygen , organic chemistry , mechanical engineering , engineering
A novel protocol for the synthesis of tetrasubstituted olefins through a biomimetic approach has been explored. Both mono- and diarylations were performed under ambient oxygen pressure, giving a range of highly hindered tetrasubstituted alkenes. For diarylation of disubstituted substrates, it was demonstrated that the second arylation is the rate-limiting step of the overall transformation.

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