Synthesis and characterization of a new chiral phosphinothiol ligand and its palladium(II) complexes

Nuria Brugat, Josep Duran, Alfonso Polo, Julio Real, Ángel Álvarez-Larena, J. Francesc Piniella

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16 Citations (Scopus)

Abstract

The chiral ligand (1-diphenylphosphino-3-benzyloxy)propane-2-thiol 3 has been prepared both in racemic and enantiomerically enriched (92% e.e.) form. Addition of 2 equiv. of ligand 3 to a solution of [Pd(PPh3)4] gave the diastereoisomeric bischelate complexes [Pd(phosphinothiolato)2] 4 which exhibit a cis-trans equilibrium in solution. Formation of the diastereoisomeric complexes 4 allows the determination of the enantiomeric purity of ligand 3 by 31P NMR spectroscopy. Addition of 1 equiv. of ligand 3 to a solution of [PdCl2(PPh3)2] gave the enantiomeric complexes [PdCl(phosphinothiolate)(PPh3)] 5, which can be converted to the bischelate complexes 4 by addition of a second equivalent of ligand 3. This process allows the selective preparation of the two diastereoisomeric forms of complex 4. © 2002 Elsevier Science Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)569-577
JournalTetrahedron Asymmetry
Volume13
Issue number6
DOIs
Publication statusPublished - 19 Apr 2002

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