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Issue 30, 2013
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Reactivity differences between 2,4- and 2,5-disubstituted zirconacyclopentadienes: a highly selective and general approach to 2,4-disubstituted phospholes

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Abstract

Mixtures of 2,4- and 2,5-disubstituted zirconacyclopentadienes were obtained by the reductive dimerisation of terminal alkynes using the Cp2ZrCl2/lanthanum system. Reactions of dihalophosphines with these mixtures afforded selectively the corresponding 2,4-disubstituted phospholes and 1,4-disubstituted butadienes. A new series of phospholes was characterized by multi-nuclear NMR spectroscopy and X-ray analysis. A possible explanation for the observed selectivity was obtained from X-ray studies and DFT analysis of the intermediate zirconacyclopentadienes.

Graphical abstract: Reactivity differences between 2,4- and 2,5-disubstituted zirconacyclopentadienes: a highly selective and general approach to 2,4-disubstituted phospholes

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Publication details

The article was received on 03 May 2013, accepted on 31 May 2013 and first published on 31 May 2013


Article type: Paper
DOI: 10.1039/C3DT51158H
Citation: Dalton Trans., 2013,42, 10997-11004
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    Reactivity differences between 2,4- and 2,5-disubstituted zirconacyclopentadienes: a highly selective and general approach to 2,4-disubstituted phospholes

    G. Bousrez, F. Jaroschik, A. Martinez, D. Harakat, E. Nicolas, X. F. Le Goff and J. Szymoniak, Dalton Trans., 2013, 42, 10997
    DOI: 10.1039/C3DT51158H

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