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Hiyama Reactions of Activated and Unactivated Secondary Alkyl Halides Catalyzed by a Nickel/Norephedrine Complex
Author(s) -
Strotman Neil A.,
Sommer Stefan,
Fu Gregory C.
Publication year - 2007
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.200700440
Subject(s) - chemistry , alkyl , halide , nickel , catalysis , electrophile , ligand (biochemistry) , polymer chemistry , organic chemistry , biochemistry , receptor
An active partner : Nickel in combination with an amino alcohol ligand (norephedrine) was found to provide the most versatile and efficient catalyst for Hiyama cross‐coupling reactions of alkyl electrophiles that has been described to date. Unprecedented Hiyama reactions of activated secondary alkyl bromides were achieved, as were the first Hiyama couplings of (activated) alkyl chlorides (see scheme, X=Br, Cl; HMDS=1,1,1,3,3,3‐hexamethyldisilazane, DMA= N , N ‐dimethylacetamide).