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Issue 12, 2009
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Mixed carbene–isocyanide Pd(ii) complexes: synthesis, structures and reactivity towards nucleophiles

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Abstract

Reaction of the bromo-bridged dimeric monocarbene complex [PdBr2(iPr2-bimy)]2 (1) (iPr2-bimy = 1,3-diisopropylbenzimidazolin-2-ylidene) with various isocyanides afforded a series of mixed carbene–isocyanide complexes [PdBr2(iPr2-bimy)(CN-R)] (2a: R = Cy; 2b: R = nBu; 2c: R = Xyl) as inseparable mixtures of trans- and cis-isomers. The reactivity of 2c towards nucleophiles was studied. A new mixed NHC–ADC Pd(II) complex (4) was obtained in low yield when 2c was reacted with 2,6-dimethylaniline. Reaction of 2c with hydrazine yielded a hydrazine-bridged complex (6) via ligand substitution. In addition, salt metathesis of 2c with AgO2C2F3 afforded a cis arranged complex [Pd(O2CCF3)2(iPr2-bimy)(CN-Xyl)] (cis-7). Most complexes were fully characterized by multinuclei NMR spectroscopies, ESI or FAB mass spectrometry and X-ray diffraction analysis.

Graphical abstract: Mixed carbene–isocyanide Pd(ii) complexes: synthesis, structures and reactivity towards nucleophiles

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Supplementary files

Article information


Submitted
19 Sep 2008
Accepted
18 Dec 2008
First published
05 Feb 2009

Dalton Trans., 2009, 2201-2209
Article type
Paper

Mixed carbene–isocyanide Pd(II) complexes: synthesis, structures and reactivity towards nucleophiles

Y. Han and H. V. Huynh, Dalton Trans., 2009, 2201
DOI: 10.1039/B816471A

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