Mechanistic studies of iridium-catalyzed asymmetric hydrogenations of imines, quinolones and enones. Rational design of new chiral catalysts

• Applicant: Professor Dr. Carsten Bolm
• Subject Area: Inorganic Molecular Chemistry - Synthesis and Characterisation
• Term: from 2010 to 2014
• Project identifier: Deutsche Forschungsgemeinschaft (DFG) - Project number 175525703

• Final Report Year: 2015

Final Report Abstract

The goal of this study was to gain a better mechanistic understanding of iridiumcatalyzed asymmetric enone hydrogenations and to develop a tool for catalyst optimization by theory. As ligands, P,N-chelates with phosphinyl/sulfoximidoyl substituents were considered. The results show the complexity of the investigated system, and that the mechanism is strongly dependent on the specific choice of substrate and catalyst. Consequently, the reliability of any predictions for new catalytic systems based on the calculated mechanism is still limited.

Publications

• Sulfoximine-based Ligands in the Iridium-catalyzed Hydrogenation of α,β-Unsaturated Ketones: A Computational Study, New Year’s Symposium 2013 in Aachen, Germany
  Julien Engel, Stefanie Mersmann, Carsten Bolm
  
• Sulfoximine-based Ligands in the Iridium-catalyzed Hydrogenation of α,β-Unsaturated Ketones: A Computational Study, SeleCa Seminar 2013 in Aachen, Germany
  Julien Engel, Stefanie Mersmann, Carsten Bolm
  
• Mechanistic Study of the Iridiumcatalyzed Hydrogenation of α,β-Unsaturated Ketones, Biotechnology and Chemistry for Green Growth Conference 2014 in Osaka, Japan
  Julien Engel, Stefanie Mersmann, Carsten Bolm
  
• Mechanistic Study of the Iridiumcatalyzed Hydrogenation of α,β-Unsaturated Ketones, Seminar on Theoretical Chemistry and Nanomodeling 2014 in Bergen, Norway
  Julien Engel, Stefanie Mersmann, Carsten Bolm