1. Pd(II) complexes of monodentate deoxycholic acid derived binaphthyl diamido phosphites as chiral catalysts in the asymmetric Suzuki-Miyaura cross-coupling
- Author
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Alessandro Passera, Anna Iuliano, Vincenzo Passarelli, Grazia Iannucci, Università di Pisa, Ministerio de Economía y Competitividad (España), European Commission, and Diputación General de Aragón
- Subjects
Denticity ,010405 organic chemistry ,Aryl ,Deoxycholic acid ,Organic Chemistry ,Enantioselective synthesis ,Catalysis ,Physical and Theoretical Chemistry ,Inorganic Chemistry ,010402 general chemistry ,01 natural sciences ,Substrate concentration ,Medicinal chemistry ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,Organic chemistry - Abstract
Chiral binaphthyl diamidophosphites derived from deoxycholic acid were synthesized and used as ligands for the preparation of mononuclear Pd(II) complexes, which were employed as catalysts in the asymmetric Suzuki-Miyaura cross-coupling of arylboronic acids with aryl bromides. Among the different reaction parameters, the substrate concentration emerged as being crucial for the outcome of the reaction: the reaction was faster in a concentrated reaction mixture, and could be performed at 0 °C, where the reaction promoted by the Pd-complexes was more enantioselective affording cross-coupling products with ee up to 70%., This work was supported by University of Pisa. Financial support from the Ministerio de Economía y Competitividad (MINECO/FEDER) of Spain (Projects CTQ2013-42532-P and CTQ2016-75884-P) and Diputación General de Aragón (DGA/FSE E07) is gratefully acknowledged.
- Published
- 2017