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Dalton Trans. 2015 Aug 28;44(32):14475-82. doi: 10.1039/c4dt03324h.

Synthesis, characterization, photophysical properties, and catalytic activity of an SCS bis(N-heterocyclic thione) (SCS-NHT) Pd pincer complex.

Dalton transactions (Cambridge, England : 2003)

Ginger E Tyson, Kenan Tokmic, Casey S Oian, Daniel Rabinovich, Henry U Valle, T Keith Hollis, John T Kelly, Kristina A Cuellar, Louis E McNamara, Nathan I Hammer, Charles Edwin Webster, Allen G Oliver, Min Zhang

Affiliations

  1. Department of Chemistry, Mississippi State University, Mississippi State. and MS 39762 and Department of Chemistry and Biochemistry, The University of Mississippi, University, MS 38677, USA. [email protected].

PMID: 26205732 DOI: 10.1039/c4dt03324h

Abstract

Treatment of 1,3-bis(3'-butylimidazolyl-1'-yl)benzene diiodide with elemental sulfur in the presence of a base produced a bis(N-heterocyclic thione) (NHT) pincer ligand precursor. Its reaction with PdCl2(CH3CN)2 produced chloro[1,3-bis(3'-butylimidazole-2'-thione-κ-S)benzene-κ-C]palladium(ii), a 6,6-fused ring SCS-NHT palladium pincer complex. This air stable compound is, to our knowledge, the first SCS pincer complex that utilizes N-heterocyclic thione (NHT) donor groups. The molecular structures of the ligand precursor and the palladium complex were determined by X-ray crystallography and computational studies provided insight into the interconversion between its rac and meso conformations. The photophysical properties of the complex were established, and its catalytic activity in Suzuki, Heck, and Sonogashira cross-coupling reactions was evaluated.

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