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Evidence that SCS Pincer Pd(II) Complexes are only Precatalysts in Heck Catalysis and the Implications for Catalyst Recovery and Reuse
Author(s) -
Yu Kunquan,
Sommer William,
Richardson John M.,
Weck Marcus,
Jones Christopher W.
Publication year - 2005
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200404264
Subject(s) - chemistry , pincer movement , catalysis , iodobenzene , polymer chemistry , heck reaction , norbornene , methyl acrylate , amide , covalent bond , organic chemistry , palladium , heterogeneous catalysis , combinatorial chemistry , polymer , polymerization , copolymer
SCS‐pincer Pd(II) complexes have been covalently immobilized onto porous silica, cross‐linked polymer (Merrifield resin) and soluble poly(norbornene) supports via either amide or urea linkages and evaluated in the Heck coupling of iodobenzene with n ‐butyl acrylate. Kinetic experiments and poisoning studies indicate that in all cases the pincer complexes merely act as precatalysts. Contrary to literature reports, there is no evidence for catalysis by the intact amide‐linked SCS‐Pd(II) complexes under any conditions studied here.