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Issue 36, 2015
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Solid-state structure, solution-state behaviour and catalytic activity of electronically divergent C,N-chelating palladium–N-heterocyclic carbene complexes

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Abstract

A family of electronically diverse pyridyl- and picolyl-substituted imidazolium salts have been prepared and coordinated to palladium in a single step, to deliver a variety of palladium(II)–N-heterocyclic carbene (NHC) complexes. Neutral Pd(NHC)X2, cationic [Pd(NHC)2X]X and dicationic [Pd(NHC)2]X2-type complexes have been isolated and fully characterised, with single-crystal X-ray analysis revealing a variety of coordination environments around the palladium centres. The pre-formed complexes have been employed in a model Suzuki–Miyaura cross-coupling reaction to yield a sterically congested tetra-ortho-substituted biaryl product, showcasing turnover numbers comparable to Pd-PEPPSI-IPr catalyst.

Graphical abstract: Solid-state structure, solution-state behaviour and catalytic activity of electronically divergent C,N-chelating palladium–N-heterocyclic carbene complexes

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Publication details

The article was received on 09 Jun 2015, accepted on 10 Aug 2015 and first published on 18 Aug 2015


Article type: Paper
DOI: 10.1039/C5DT02194D
Citation: Dalton Trans., 2015,44, 15938-15948
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    Solid-state structure, solution-state behaviour and catalytic activity of electronically divergent C,N-chelating palladium–N-heterocyclic carbene complexes

    M. R. Chapman, B. R. M. Lake, C. M. Pask, B. N. Nguyen and C. E. Willans, Dalton Trans., 2015, 44, 15938
    DOI: 10.1039/C5DT02194D

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