N-N Torsion Angle in BINAM-Mono and Bis(Sulfonamide) Ligands and its Effect on the Catalytic Asymmetric Transfer Hydrogenation (ATH) of Aromatic Ketones


  • Angélica Barrón-Jaime Instituto Tecnológico de Tijuana
  • Gerardo Aguirre Instituto Tecnológico de Tijuana
  • Miguel Parra-Hake Instituto Tecnológico de Tijuana
  • Daniel Chávez Instituto Tecnológico de Tijuana
  • Domingo Madrigal Instituto Tecnológico de Tijuana
  • Belynda Sanders San Diego State University
  • Andrew L. Cooksy San Diego State University
  • Ratnasamy Somanathan Instituto Tecnológico de Tijuana




Asymmetric transfer hydrogenation, monosulfonamide ligands, RhIIICp* complexes, aqueous media.


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.


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Author Biographies

Angélica Barrón-Jaime, Instituto Tecnológico de Tijuana

Centro de Graduados

Gerardo Aguirre, Instituto Tecnológico de Tijuana

Centro de Graduados

Miguel Parra-Hake, Instituto Tecnológico de Tijuana

Centro de Graduados

Daniel Chávez, Instituto Tecnológico de Tijuana

Centro de Graduados

Domingo Madrigal, Instituto Tecnológico de Tijuana

Centro de Graduados

Belynda Sanders, San Diego State University

Department of Chemistry

Andrew L. Cooksy, San Diego State University

Department of Chemistry

Ratnasamy Somanathan, Instituto Tecnológico de Tijuana

Centro de Graduados e Investigación


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