Open AccessN-N Torsion Angle in BINAM-Mono and Bis(Sulfonamide) Ligands and its Effect on the Catalytic Asymmetric Transfer Hydrogenation (ATH) of Aromatic Ketones
Author(s) -
Angélica Barrón-Jaime,
Gerardo Aguirre,
Miguel ParraHake,
Daniel Chávez,
Domingo Madrigal,
Belynda Sanders,
Andrew L. Cooksy,
Ratnasamy Somanathan
Publication year - 2019
Publication title -
journal of the mexican chemical society
Language(s) - English
Resource type - Journals
ISSN - 2594-0317
DOI - 10.29356/jmcs.v55i1.847
Subject(s) - transfer hydrogenation , sodium formate , catalysis , chemistry , formate , asymmetric hydrogenation , noyori asymmetric hydrogenation , sodium salt , aromaticity , medicinal chemistry , diamine , chelation , sulfonamide , polymer chemistry , stereochemistry , organic chemistry , enantioselective synthesis , inorganic chemistry , molecule , ruthenium
Ligands L1 and L2 were synthesized from commercially available (R)-(+)-1,1’-binaphthyl-2,2’-diamine and tested with RhIIICp* as catalysts in the asymmetric transfer hydrogenation of aromatic ketones in aqueous sodium formate. The results were compared with ligands derived from 1,2-, 1,4-, and 1,6-diamines, and correlated to the metal chelate ring size and the N-N torsion angles determined by theoretical calculations.