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Publication - Professor Paul Pringle

    Carbene insertion into a P-H bond

    parent phosphinidene-carbene adducts from PH3 and bis(phosphinidene)mercury complexes

    Citation

    Bispinghoff, M, Tondreau, AM, Grützmacher, H, Faradji, CA & Pringle, PG, 2015, ‘Carbene insertion into a P-H bond: parent phosphinidene-carbene adducts from PH3 and bis(phosphinidene)mercury complexes’. Dalton Transactions.

    Abstract

    PH3 reacts with the in situ generated N-heterocyclic carbene DippNHC* (DippNHC* = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene) to give the phosphanyl-imidazolidine [(Dipp)NHC*-H]-[PH2]. Upon treatment with an ortho-quinone, [(Dipp)NHC*-H]-[PH2] is dehydrogenated to give the parent phosphinidene-carbene adduct (Dipp)NHC*[double bond, length as m-dash]PH. Alternative routes to [(Dipp)NHC*-H]-[PH2] and (Dipp)NHC*[double bond, length as m-dash]PH employ NaPH2 and (TMS)3P7 (TMS = trimethylsilyl), respectively, as phosphorus sources. The adduct (Dipp)NHC*[double bond, length as m-dash]PH and the related adduct (Dipp)NHC[double bond, length as m-dash]PH ((Dipp)NHC = bis(2,6-diisopropylphenyl)imidazol-2-ylidene) possessing an unsaturated NHC backbone both react with HgCl2 to give the bis(carbene-phosphinidenyl) complexes [((Dipp)NHC*[double bond, length as m-dash]P)2Hg] and [((Dipp)NHC[double bond, length as m-dash]P)2Hg].

    Full details in the University publications repository