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Oxidative Addition of α‐Bromoglycine to Palladium(0) and Platinum(0) Complexes: α‐Metallated Amino Acids as Models for Intermediates in the Metal‐Catalyzed Hydrogenation of Dehydroamino Acids
Author(s) -
Kayser Bernd,
Missling Christopher,
Knizek Jörg,
Nöth Heinrich,
Beck Wolfgang
Publication year - 1998
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/(sici)1099-0682(199803)1998:3<375::aid-ejic375>3.0.co;2-9
Subject(s) - chemistry , palladium , oxidative addition , cationic polymerization , catalysis , amide , platinum , medicinal chemistry , bromide , chelation , reductive elimination , metal , stereochemistry , diphosphines , polymer chemistry , organic chemistry
Oxidative addition of methyl N ‐benzoyl‐2‐bromoglycinate to bis(dibenzylideneacetone)palladium, in the presence of 2,2′‐bipyridyl, and to (Ph 3 P) 2 Pt(η 2 ‐C 2 H 4 ) gives the α‐metallated glycine esters 1a and 2a . Abstraction of bromide from 1a , 2a , using AgSbF 6 or AgBF 4 , affords the cationic C,O‐chelate complexes [(bpy)Pd−CH(CO 2 Me)NHC(Ph)O] + ( 1b , c ) and [(Ph 3 P) 2 Pt−CH(CO 2 Me)NHC(Ph)O] + ( 2b ), respectively, featuring coordination of the amide O atom. The complexes 1b and 2b have been characterized by X‐ray diffraction.