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Undirected Arene and Chelate‐Assisted Olefin C‐H Bond Activation: [Rh III Cp*]‐Catalyzed Dehydrogenative Alkene–Arene Coupling as a New Pathway for the Selective Synthesis of Highly Substituted Z Olefins
Author(s) -
WencelDelord Joanna,
Nimphius Corinna,
Patureau Frederic W.,
Glorius Frank
Publication year - 2012
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201101018
Subject(s) - alkene , chemistry , chelation , catalysis , olefin fiber , coupling (piping) , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , metallurgy
Undirected/Directed Cross‐Coupling: A new dehydrogenative Rh III ‐catalyzed cross‐coupling reaction between bromoarenes bearing no directing group and vinylic substrates substituted by a chelating group is reported. An original reaction mechanism enables the use of internal alkenes in a Z‐selective coupling. The application of 1,3‐disubstituted or 1,2‐homodisubstituted arenes leads to the formation of highly functionalized, complex, and valuable olefins as one single isomer.