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Molecules 2012, 17(3), 2491-2517; doi:10.3390/molecules17032491

Sulfur-Functionalized N-Heterocyclic Carbene Complexes of Pd(II): Syntheses, Structures and Catalytic Activities

Department of Chemistry, 3 Science Drive 3, National University of Singapore, 117543, Singapore
Author to whom correspondence should be addressed.
Received: 1 February 2012 / Revised: 20 February 2012 / Accepted: 23 February 2012 / Published: 1 March 2012
(This article belongs to the Special Issue Carbene Complexes)
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N-heterocyclic carbenes (NHCs) can be easily modified by introducing functional groups at the nitrogen atoms, which leads to versatile coordination chemistry as well as diverse catalytic applications of the resulting complexes. This article summarizes our contributions to the field of NHCs bearing different types of sulfur functions, i.e., thioether, sulfoxide, thiophene, and thiolato. The experimental evidence for the truly hemilabile coordination behavior of a Pd(II) thioether-NHC complex has been reported as well. In addition, complexes bearing rigid CSC-pincer ligands have been synthesized and the reasons for pincer versus pseudo-pincer formation investigated. Incorporation of the electron-rich thiolato function resulted in the isolation of structurally diverse complexes. The catalytic activities of selected complexes have been tested in Suzuki-Miyaura, Mizoroki-Heck and hydroamination reactions.
Keywords: N-heterocyclic carbenes; sulfur functions; Pd(II) complexes; catalysis N-heterocyclic carbenes; sulfur functions; Pd(II) complexes; catalysis

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Yuan, D.; Huynh, H.V. Sulfur-Functionalized N-Heterocyclic Carbene Complexes of Pd(II): Syntheses, Structures and Catalytic Activities. Molecules 2012, 17, 2491-2517.

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