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A biomimetic S H 2 cross-coupling mechanism for quaternary sp 3 -carbon formation
Author(s) -
Wei Liu,
Marissa N. Lavagnino,
Colin A. Gould,
Jesús Alcázar,
David W. C. MacMillan
Publication year - 2021
Publication title -
science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 12.556
H-Index - 1186
eISSN - 1095-9203
pISSN - 0036-8075
DOI - 10.1126/science.abl4322
Subject(s) - homolysis , quaternary , chemistry , mechanism (biology) , carbon fibers , coupling (piping) , quaternary carbon , substitution (logic) , stereochemistry , radical , materials science , physics , organic chemistry , paleontology , geology , catalysis , enantioselective synthesis , quantum mechanics , composite number , computer science , metallurgy , composite material , programming language
Radical substitution Nucleophilic substitution is a venerable reaction in organic chemistry. Typically, an incoming ion delivers two electrons to a carbon center while a departing ion takes two electrons away with it. The one-electron analog, homolytic substitution, is more rarely used, in part because the incoming neutral radicals can self-couple instead of bonding to the intended target. Liuet al . report that an iron porphyrin catalyst can direct homolytic substitution between primary and tertiary carbon radicals by selectively activating the primary partners. —JSY

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