Premium
Palladium‐Catalyzed Allylic Alkylation with Phosphinoaryldihydrooxazole Ligands: First Evidence and NMR Spectroscopic Structure Determination of a Primary Olefin–Pd 0 Complex
Author(s) -
Steinhagen Henning,
Reggelin Michael,
Helmchen Günter
Publication year - 1997
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199721081
Subject(s) - allylic rearrangement , palladium , olefin fiber , tsuji–trost reaction , chemistry , ligand (biochemistry) , malonate , catalysis , nucleophile , dimethyl malonate , medicinal chemistry , substitution reaction , double bond , stereochemistry , catalytic cycle , organic chemistry , biochemistry , receptor
Under the 2D NMR spectroscopic magnifying glass: The intermediacy of 1 in the Pd‐catalyzed allylic substitution was investigated and proven. Characterization of this Pd 0 complex, which is primarily formed in the catalytic cycle, shows that attack of the nucleophile malonate at the double bond of the allyl ligand is preferred trans to the P atom.