Open AccessBranch-Selective Hydroarylation: Iodoarene–Olefin Cross-Coupling
Author(s) -
Samantha A. Green,
Jeishla L. M. Matos,
Akiko Yagi,
Ryan A. Shenvi
Publication year - 2016
Publication title -
journal of the american chemical society
Language(s) - Uncategorized
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.6b08507
Subject(s) - chemistry , olefin fiber , nickel , catalysis , ring (chemistry) , markovnikov's rule , catalytic cycle , coupling (piping) , hydrogen atom , cobalt , photochemistry , organic chemistry , regioselectivity , metallurgy , materials science , alkyl
A combination of cobalt and nickel catalytic cycles enables a highly branch-selective (Markovnikov) olefin hydroarylation. Radical cyclization and ring scission experiments are consistent with hydrogen atom transfer (HAT) generation of a carbon-centered radical that leads to engagement of a nickel cycle.