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Issue 24, 2016
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Structurally versatile phosphine and amine donors constructed from N-heterocyclic olefin units

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Abstract

A general strategy for the synthesis of hindered N- and P-based donors is presented whereby the strongly electron releasing N-heterocyclic olefin (NHO) unit, IPr[double bond, length as m-dash]CH–, (IPr[double bond, length as m-dash]CH– = [(HCNDipp)2C[double bond, length as m-dash]CH]; Dipp = 3,6-iPr2C6H2) is linked to terminally bound phosphine and amine donors. Preliminary coordination chemistry is presented involving phosphine (IPr[double bond, length as m-dash]CH)PR2 (R = iPr and Ph) and amine (IPr[double bond, length as m-dash]CH)NMe2 ligands and the Lewis acids BH3 and AuCl. Interestingly, (IPr[double bond, length as m-dash]CH)NMe2 binds AuCl through an exocyclic olefin unit, while the softer phosphorus centers in (IPr[double bond, length as m-dash]CH)PR2 coordinate to yield Au–P linkages; thus the reported NHO-based ligands exhibit tunable binding modes to metals.

Graphical abstract: Structurally versatile phosphine and amine donors constructed from N-heterocyclic olefin units

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Supplementary files

Article information


Submitted
21 Jan 2016
Accepted
17 Feb 2016
First published
18 Feb 2016

This article is Open Access

Dalton Trans., 2016,45, 9860-9870
Article type
Paper

Structurally versatile phosphine and amine donors constructed from N-heterocyclic olefin units

N. R. Paisley, M. W. Lui, R. McDonald, M. J. Ferguson and E. Rivard, Dalton Trans., 2016, 45, 9860
DOI: 10.1039/C6DT00299D

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