(N,N) vs. (N,S) chelation of palladium in asymmetric allylic substitution using bis(thiazoline) ligands: A theoretical and experimental study - Université de Bretagne Occidentale Access content directly
Journal Articles Journal of Organometallic Chemistry Year : 2008

(N,N) vs. (N,S) chelation of palladium in asymmetric allylic substitution using bis(thiazoline) ligands: A theoretical and experimental study

Abstract

New thiazoline-containing ligands including non-symmetric bis(thiazolines) and oxazoline–thiazolines were synthesized and then compared to C2-symmetric bis(thiazolines) in the palladium-catalyzed allylic substitution. The experimental results obtained in this study support the hypothesis of a competition between the (N,N) and the (N,S) palladium chelation, when sterically hindered bis(thiazolines) are used as ligands. A quantum chemical study performed on the Pd-complexes derived from three selected ligands, two C2-symmetric bis(thiazolines) and one oxazoline–thiazoline, also supports this hypothesis.

Dates and versions

hal-01580466 , version 1 (01-09-2017)

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Alexander Betz, Lian Yu, Markus Reiher, Annie-Claude Gaumont, Paul-Alain Jaffres, et al.. (N,N) vs. (N,S) chelation of palladium in asymmetric allylic substitution using bis(thiazoline) ligands: A theoretical and experimental study. Journal of Organometallic Chemistry, 2008, 693 (15), pp.2499 - 2508. ⟨10.1016/j.jorganchem.2008.04.044⟩. ⟨hal-01580466⟩
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