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Palladium Catalytic Species Containing Chiral Phosphites: Towards a Discrimination between Molecular and Colloidal Catalysts
Author(s) -
Favier Isabelle,
Gómez Montserrat,
Muller Guillermo,
Axet M. Rosa,
Castillón Sergio,
Claver Carmen,
Jansat Susanna,
Chaudret Bruno,
Philippot Karine
Publication year - 2007
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.200700200
Subject(s) - chemistry , catalysis , palladium , tsuji–trost reaction , enantioselective synthesis , allylic rearrangement , ligand (biochemistry) , substrate (aquarium) , combinatorial chemistry , organic chemistry , receptor , biochemistry , oceanography , geology
Palladium nanoparticles ( Pd1 – Pd3 ) stabilized by chiral diphosphite ligands ( 1 – 3 ), were synthesized and tested as catalysts for the allylic alkylation reaction, using different substrates ( rac ‐ I , rac ‐ III and rac ‐ V ). Carbohydrate ligands ( 1 and 2 ), only differing in the C‐3 configuration, led to a remarkable difference in stability of the corresponding nanoparticles: while Pd1 is a robust catalyst, Pd2 decomposes into molecular species. In addition, the high enantioselective systems, Pd1 and Pd3 , are only active for a substrate containing phenyl groups. Concerning the catalytic behaviour of the corresponding molecular systems, palladium complexes coordinated to ligands 1 or 3 , gave excellent asymmetric inductions, but an analogous catalyst accommodating ligand 2 , was not found selective.