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Issue 3, 2013
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Phosphinimine–borane combinations in frustrated Lewis pair chemistry

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Abstract

The phosphinimines Ph3PNR (R = Ph 1, C6F52, tBu 3) are combined with B(C6F5)3 in an effort to explore the frustrated Lewis pair (FLP) chemistry. While compound 1 is shown to form an adduct with the borane, compounds 2 and 3 exhibit no apparent interaction. Nonetheless exposure of each of the three combinations to H2 resulted in the formation of the corresponding salts [Ph3PN(H)R][HB(C6F5)3] (R = Ph 5, C6F56, tBu 7). Reaction of 1 or 2 with B(C6F5)3 and carbon dioxide afforded Ph3PN(R)COOB(C6F5)3 (R = Ph 8, C6F59) while the corresponding reaction with 3 gave rise only to the tBuNCO and (Ph3PO)B(C6F5)3. Reactions of 1–3 and B(C6F5)3 with PhC[triple bond, length as m-dash]CH proceeds to give either deprotonation or addition affording products of the form [Ph3PN(H)R][PhC[triple bond, length as m-dash]CB(C6F5)3] or (Ph3PNR)(Ph)C[double bond, length as m-dash]CH(B(C6F5)3). The factors governing the nature of the dominant products are considered.

Graphical abstract: Phosphinimine–borane combinations in frustrated Lewis pair chemistry

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Publication details

The article was received on 30 Mar 2012, accepted on 12 Apr 2012 and first published on 15 May 2012


Article type: Paper
DOI: 10.1039/C2DT30720K
Citation: Dalton Trans., 2013,42, 630-637
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    Phosphinimine–borane combinations in frustrated Lewis pair chemistry

    C. Jiang and D. W. Stephan, Dalton Trans., 2013, 42, 630
    DOI: 10.1039/C2DT30720K

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