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Issue 9, 2015
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A facile and selective route to remarkably inert monocyclic NHC-stabilized boriranes

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Abstract

Herein we report a facile and selective synthetic route to monocyclic NHC-stabilized boriranes. We have succeeded in obtaining two highly stable new boriranes through salt elimination of NHC-stabilized dichloroboranes with the dianion of trans-stilbene, Na2[C14H12]. One borirane was observed to undergo reaction with [Pt(PEt3)3], in which the Pt(0) center oxidatively adds a backbone C–H bond of the NHC, leading to the isolation of the Pt(II) complex trans-[(Et3P)2PtH{C[double bond, length as m-dash]CH(NMe)2C·BPh(C14H12)}]. The remarkable inertness of the NHC-boriranes suggests a strong stabilising effect of quaternization of the boron atom.

Graphical abstract: A facile and selective route to remarkably inert monocyclic NHC-stabilized boriranes

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Publication details

The article was received on 12 Nov 2014, accepted on 02 Dec 2014 and first published on 02 Dec 2014


Article type: Communication
DOI: 10.1039/C4CC09036E
Citation: Chem. Commun., 2015,51, 1627-1630
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    A facile and selective route to remarkably inert monocyclic NHC-stabilized boriranes

    H. Braunschweig, C. Claes, A. Damme, A. Deißenberger, R. D. Dewhurst, C. Hörl and T. Kramer, Chem. Commun., 2015, 51, 1627
    DOI: 10.1039/C4CC09036E

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