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Ruthenium‐Catalyzed C−H Bond Alkylation of Arylphosphine Oxides with Alkenes: A Straightforward Access to Bifunctional Phosphorous Ligands with a Pendent Carboxylate
Author(s) -
Wang ChangSheng,
Dixneuf Pierre H.,
Soulé JeanFrançois
Publication year - 2017
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201700557
Subject(s) - chemistry , desymmetrization , bifunctional , alkylation , ruthenium , carboxylate , catalysis , phosphine , phosphine oxide , aryl , organic chemistry , combinatorial chemistry , medicinal chemistry , polymer chemistry , enantioselective synthesis , alkyl
An efficient approach for the fast modification of arylphosphine oxides involving ruthenium(II)‐catalyzed C−H bond alkylation with functional alkenes versus alkenylation has been developed depending on the acidic reaction conditions. Using this methodology, a few examples of desymmetrization of diarylphosphine oxides has allowed the formation of phosphorus derivatives containing three different substituents. After reduction of the phosphine oxide, this method allows the formation of aryl phosphines bearing a flexible pendent carboxylate.