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Issue 17, 2009
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Catalytic 2,3,4-hexatriene formation by terminal alkyne coupling at calcium

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Abstract

Heteroleptic calcium amides effect the catalytic dimerisation of the terminal alkyne CH3OCH2C[triple bond, length as m-dash]CH to the hexatriene (CH3OCH2)CH[double bond, length as m-dash]C[double bond, length as m-dash]C[double bond, length as m-dash]CH(CH2OCH3) under mild conditions; the reaction is proposed to occur via a dimeric calcium acetylide intermediate and to be promoted by polarisation of the electron density within the alkynide C[triple bond, length as m-dash]C bonds.

Graphical abstract: Catalytic 2,3,4-hexatriene formation by terminal alkyne coupling at calcium

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Publication details

The article was received on 24 Oct 2008, accepted on 04 Mar 2009 and first published on 27 Mar 2009


Article type: Communication
DOI: 10.1039/B818848C
Citation: Chem. Commun., 2009, 2299-2301
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    Catalytic 2,3,4-hexatriene formation by terminal alkyne coupling at calcium

    A. G. M. Barrett, M. R. Crimmin, M. S. Hill, P. B. Hitchcock, S. L. Lomas, P. A. Procopiou and K. Suntharalingam, Chem. Commun., 2009, 2299
    DOI: 10.1039/B818848C

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