Issue 2, 2014

Borata–alkene derivatives conveniently made by frustrated Lewis pair chemistry

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

Supplementary files

Article information

Article type
Paper
Submitted
28 Aug 2013
Accepted
07 Oct 2013
First published
17 Oct 2013

Dalton Trans., 2014,43, 632-638

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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