Chiral phosphito-thioether complexes of palladium(0) : comments on the Pd, Rh, and Ir regio-and-enantioselective allylic alkylations of PhCH=CHCH(OAc)R, R = H, Me, Et
Articolo
Data di Pubblicazione:
1999
Citazione:
Chiral phosphito-thioether complexes of palladium(0) : comments on the Pd, Rh, and Ir regio-and-enantioselective allylic alkylations of PhCH=CHCH(OAc)R, R = H, Me, Et / K. Selvakumar, M. Valentini, P. Pregosin, A. Albinati. - In: ORGANOMETALLICS. - ISSN 0276-7333. - 18:22(1999 Oct 25), pp. 4591-4597.
Abstract:
The new chiral auxiliary (R)-2-ethylthio-1-(phenylethyl)-(R)-binaphthyl phosphite, 1, and three stable Pd(0) olefin complexes containing this chelate, 2-4, have been synthesized. The structure of the maleic anhydride complex 3 has been determined by X-ray diffraction methods. Solution details for 2-4 and aspects of their dynamics have been elucidated via 2-D NMR spectroscopy. The fumaronitrile complex 2 exchanges intramolecularly, whereas the maleic anhydride and pentenedione derivatives, 3 and 4, respectively, exchange intermolecularly. Ligand 1 has been used as auxiliary in the Pd, Rh, and Ir regio- and enantioselective allylic alkylation reactions of PhCH=CHCH(OAc)R, R = H, Me, Et, with the anion of dimethyl malonate. Modest to good selectivities are reported.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
homogeneous catalysis; substitution-reaction; crystal-structure; NMR-spectroscopy; ligands; configuration; thioglucose; amination
Elenco autori:
K. Selvakumar, M. Valentini, P. Pregosin, A. Albinati
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