Kinetic isotope effect evidence for a concerted hydrogen transfer mechanism in transfer hydrogenations catalyzed by [p-(Me2CH)C6H4Me]Ru- (NHCHPhCHPhNSO2C6H4-p-CH3).
The isotope effects in the reaction of [p-(Me2CH)C6H4Me]Ru(NHCHPhCHPhNSO2C6H4-p-CH3) (1) with isopropyl alcohol were 1.79 for transfer of hydrogen from OH to N and 2.86 for transfer from CH to Ru. The isotope effect for transfer of deuterium from doubly labeled material (kCHOH/kCDOD = 4.88) was within experimental error of the product of the two individual isotope effects. These isotope effects provide convincing evidence for a mechanism involving concurrent transfer of hydrogen from oxygen to nitrogen and from carbon to ruthenium.
Casey
Charles P
CP
Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, USA. casey@chem.wisc.edu
Johnson
Jeffrey B
JB
D019840:2-Propanol / Q000737:chemistry; D002384:Catalysis; D003903:Deuterium / Q000737:chemistry; D006859:Hydrogen / Q000737:chemistry; D006865:Hydrogenation; D007554:Isotopes; D007700:Kinetics; D008956:Models, Chemical; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D012428:Ruthenium / Q000737:chemistry*
C476082:(p-(Me2CH)C6H4Me)Ru(NHCHPhCHPhNSO2C6H4-p-CH3); D007554:Isotopes; D009942:Organometallic Compounds; D012428:Ruthenium; D006859:Hydrogen; D003903:Deuterium; D019840:2-Propanol