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Issue 2, 2014
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Borata–alkene derivatives conveniently made by frustrated Lewis pair chemistry

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Abstract

Two (aryl)PXY starting materials (aryl = mesityl or 2,4,6-triisopropylphenyl; X,Y = Cl, Br) were reacted with lithiated conjugated enynes (derived from 2-methylbutenyne or 1-ethynylcyclohexene) to yield the respective (aryl)bis(enynyl)phosphanes. Their reaction with HB(C6F5)2 gave the heterocyclic five-membered zwitterionic borata–diene compounds containing the aryl group and one unchanged enynyl substituent at phosphorus. The borata–alkene products were thought to arise from a two step process of regioselective alkyne hydroboration followed by an internal phosphane attack on the boryldiene unit. Three examples of the ring-closed borata–alkene type products were characterized by X-ray diffraction.

Graphical abstract: Borata–alkene derivatives conveniently made by frustrated Lewis pair chemistry

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Publication details

The article was received on 28 Aug 2013, accepted on 07 Oct 2013 and first published on 17 Oct 2013


Article type: Paper
DOI: 10.1039/C3DT52373J
Citation: Dalton Trans., 2014,43, 632-638
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    Borata–alkene derivatives conveniently made by frustrated Lewis pair chemistry

    J. Möbus, G. Kehr, C. G. Daniliuc, R. Fröhlich and G. Erker, Dalton Trans., 2014, 43, 632
    DOI: 10.1039/C3DT52373J

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