Literature DB >> 19245262

Aqueous phase C-H bond oxidation reaction of arylalkanes catalyzed by a water-soluble cationic Ru(III) complex [(pymox-Me2)2RuCl2]+BF4-.

Chae S Yi1, Ki-Hyeok Kwon, Do W Lee.   

Abstract

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.

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Year:  2009        PMID： 19245262      PMCID： PMC2667693          DOI： 10.1021/ol900097y

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  19 in total

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  3 in total

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2.  Site-selective unidirectional benzylic sp3 C-H oxidation of dodecahydrotriphenylene with RuCl3-NaIO4: formation of benzylic ketones.

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3.  Cobalt(ii)-catalyzed benzylic oxidations with potassium persulfate in TFA/TFAA.

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  3 in total

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