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Dalton Trans. 2008 Feb 28;(8):1055-64. doi: 10.1039/b715584k. Epub 2007 Dec 20.

Rhodium catalysed dehydrogenative borylation of alkenes: vinylboronates via C-H activation.

Dalton transactions (Cambridge, England : 2003)

Ibraheem A I Mkhalid, R Benjamin Coapes, S Natasha Edes, David N Coventry, Fabio E S Souza, Rhodri Ll Thomas, Jonathan J Hall, Si-Wei Bi, Zhenyang Lin, Todd B Marder

Affiliations

  1. Department of Chemistry, Durham University, Durham, UK.

PMID: 18274686 DOI: 10.1039/b715584k

Abstract

We present herein a high yield, highly selective catalytic synthesis of vinylboronate esters (VBEs), including 1,1-disubstituted VBEs, from alkenes without significant hydrogenation or hydroboration, using the simple catalyst precursor, trans-[RhCl(CO)(PPh3)2] (1), and the diboron reagents B2pin2 (2a, pin = pinacolato = OCMe2CMe2O) or B2neop2 (2b, neop = neopentylglycolato = OCH2CMe2CH2O), or the monoboron reagent HBpin, all of which are commercially available. The reactions were conducted at 80 degrees C using conventional heating, or in a microwave reactor at 150 degrees C.

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