Issue 14, 2016

Carbene insertion into a P–H bond: parent phosphinidene–carbene adducts from PH3 and bis(phosphinidene)mercury complexes

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

Graphical abstract: Carbene insertion into a P–H bond: parent phosphinidene–carbene adducts from PH3 and bis(phosphinidene)mercury complexes

Supplementary files

Article information

Article type
Paper
Submitted
20 رجب 1436
Accepted
23 شعبان 1436
First published
13 رمضان 1436

Dalton Trans., 2016,45, 5999-6003

Author version available

Carbene insertion into a P–H bond: parent phosphinidene–carbene adducts from PH3 and bis(phosphinidene)mercury complexes

M. Bispinghoff, A. M. Tondreau, H. Grützmacher, C. A. Faradji and P. G. Pringle, Dalton Trans., 2016, 45, 5999 DOI: 10.1039/C5DT01741F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements