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

doi:10.3390/molecules17032491

This article is

freely available
re-usable

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

Review

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

Dan Yuan and Han Vinh Huynh*

Department of Chemistry, 3 Science Drive 3, National University of Singapore, 117543, Singapore

* Author to whom correspondence should be addressed.

Received: 1 February 2012; in revised form: 20 February 2012 / Accepted: 23 February 2012 / Published: 1 March 2012

(This article belongs to the Special Issue Carbene Complexes)

Download PDF Full-Text [2263 KB, uploaded 2 March 2012 16:17 CET]

Abstract: 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

Article Statistics

Click here to load and display the download statistics.

Cite This Article

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.

AMA Style

Yuan D, Huynh HV. Sulfur-Functionalized N-Heterocyclic Carbene Complexes of Pd(II): Syntheses, Structures and Catalytic Activities. Molecules. 2012; 17(3):2491-2517.

Chicago/Turabian Style

Yuan, Dan; Huynh, Han Vinh. 2012. "Sulfur-Functionalized N-Heterocyclic Carbene Complexes of Pd(II): Syntheses, Structures and Catalytic Activities." Molecules 17, no. 3: 2491-2517.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert