Premium
Hydrophenoxylation of Alkynes by Cooperative Gold Catalysis
Author(s) -
Oonishi Yoshihiro,
GómezSuárez Adrián,
Martin Anthony R.,
Nolan Steven P.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201304182
Subject(s) - carbene , lewis acids and bases , stereospecificity , chemistry , catalysis , aryl , base (topology) , brønsted–lowry acid–base theory , medicinal chemistry , reaction mechanism , combinatorial chemistry , organic chemistry , polymer chemistry , alkyl , mathematical analysis , mathematics
Double impact : The title method gives aryl vinyl ethers in high yields, short reaction times, Z ‐stereospecificity, and good regioselectivities. Insights into the reaction mechanism highlight the role of [{Au(NHC)} 2 (μ‐OH)][BF 4 ] (NHC=N‐heterocyclic carbene) as both a Lewis acid, [Au(NHC)][BF 4 ], and a Brønsted base, [Au(NHC)(OH)], thereby generating a synergistic effect between the two gold moieties.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom