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Oxidative Cleavage of Styrenes Catalyzed by a Pd II Complex of an 8‐Hydroxyquinolinonate Ligand
Author(s) -
Jhong HongMing,
Liu YiHung,
Peng ShieMing,
Liu ShiuhTzung
Publication year - 2016
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201600951
Subject(s) - chemistry , palladium , catalysis , cleavage (geology) , medicinal chemistry , oxidative addition , yield (engineering) , ligand (biochemistry) , bond cleavage , markovnikov's rule , nuclear magnetic resonance spectroscopy , mass spectrometry , stereochemistry , organic chemistry , regioselectivity , biochemistry , materials science , receptor , geotechnical engineering , fracture (geology) , engineering , metallurgy , chromatography
Synthesis and catalytic activity of palladium complexes of 8‐(pyridin‐2‐ylmethoxy)quinolinone ( 3 ) were investigated. Complexation of 3 with [Pd(CH 3 CN) 2 Cl 2 ] gave the dimeric palladium complex [{ N , N ‐( 3 )PdCl} 2 ] ( 4 ). The structure of 4 was characterized by 1 H/ 13 C NMR spectroscopy and mass spectrometry, and further confirmed by X‐ray crystallography. Complex 4 acts as a catalyst for oxidative cleavage of C=C bonds, and it catalyzes the hydration of styrenes in an anti‐Markovnikov Wacker manner to give terminal aldehydes as the initial product, which then undergo C–C cleavage to yield the corresponding benzaldehydes. Systematic studies of this catalysis were performed.