Aqueous phase C-H bond oxidation reaction of arylalkanes catalyzed by a water-soluble cationic Ru(III) complex [(pymox-Me2)2RuCl2]+BF4-.
The cationic complex [(pymox-Me(2))RuCl(2)](+)BF(4)(-) was found to be a highly effective catalyst for the C-H bond oxidation reaction of arylalkanes in water. For example, the treatment of ethylbenzene (1.0 mmol) with t-BuOOH (3.0 mmol) and 1.0 mol % of the Ru catalyst in water (3 mL) cleanly produced PhCOCH(3) at room temperature. Both a large kinetic isotope effect (k(H)/k(D) = 14) and a relatively large Hammett value (rho = -1.1) suggest a solvent-caged oxygen rebounding mechanism via a Ru(IV)-oxo intermediate species.
Yi
Chae S
CS
Department of Chemistry, Marquette University, Milwaukee, Wisconsin 53201-1881, USA.
Kwon
Ki-Hyeok
KH
Lee
Do W
DW
D000473:Alkanes / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007700:Kinetics; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D012428:Ruthenium / Q000737:chemistry*; D014867:Water / Q000737:chemistry
D000473:Alkanes; D009942:Organometallic Compounds; D014867:Water; D012428:Ruthenium