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. 2013 Aug 28;135(34):12572-5.
doi: 10.1021/ja4066392. Epub 2013 Aug 8.

Catalytic synthesis of n-alkyl arenes through alkyl group cross-metathesis

Graham E Dobereiner  1 , Jian Yuan, Richard R Schrock, Alan S Goldman, Jason D Hackenberg
Affiliations

Catalytic synthesis of n-alkyl arenes through alkyl group cross-metathesis

Graham E Dobereiner et al. J Am Chem Soc. .

Abstract

n-Alkyl arenes were prepared in a one-pot tandem dehydrogenation/olefin metathesis/hydrogenation sequence directly from alkanes and ethylbenzene. Excellent selectivity was observed when ((tBu)PCP)IrH2 was paired with tungsten monoaryloxide pyrrolide complexes such as W(NAr)(C3H6)(pyr)(OHIPT) (1a) [Ar = 2,6-i-Pr2C6H3; pyr = pyrrolide; OHIPT = 2,6-(2,4,6-i-Pr3C6H2)2C6H3O]. Complex 1a was also especially active in n-octane self-metathesis, providing the highest product concentrations reported to date. The thermal stability of selected olefin metathesis catalysts allowed elevated temperatures and extended reaction times to be employed.

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