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Combinatorial approach to chiral tris-ligated carbophilic platinum complexes: application to asymmetric catalysis

Pradal, Alexandre and Gladiali, Serafino Gabriele and Michelet, Véronique and Toullec, Patrick Yves (2014) Combinatorial approach to chiral tris-ligated carbophilic platinum complexes: application to asymmetric catalysis. Chemistry: a European Journal, Vol. 20 (23), p. 7128-7135. ISSN 0947-6539. Article.

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DOI: 10.1002/chem.201304794

Abstract

A straightforward methodology for the synthesis of libraries of chiral tris-ligated cationic platinum complexes and their in situ evaluation as asymmetric carbophilic catalysts in a model domino hydroarylation/cyclization reaction of a 1,6-enyne was developed. A catalyst-generation process based on a combination of a monodentate and a bidentate phosphorus ligand allowed the formation of 108 chiral complexes. One-pot screening of the stereoinduction obtained with this library in a test domino addition/cyclization reaction validated this approach and stressed the key role played by the monodentate ligand partner in obtaining high enantioselectivities. In the case of two challenging substrate/nucleophile combinations, the combinatorial approach resulted in a significant gain in enantioselectivity.

Item Type:Article
ID Code:10206
Status:Published
Refereed:Yes
Uncontrolled Keywords:Asymmetric catalysis, combinatorial chemistry, cyclization, platinum, P ligands
Subjects:Area 03 - Scienze chimiche > CHIM/04 Chimica industriale
Divisions:001 Università di Sassari > 01-a Nuovi Dipartimenti dal 2012 > Chimica e Farmacia
Publisher:Wiley
ISSN:0947-6539
Deposited On:23 Oct 2014 09:52

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