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

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]...

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Veröffentlicht in:Dalton transactions : an international journal of inorganic chemistry 2015-08, Vol.44 (32), p.14475-14482
Hauptverfasser: Tyson, Ginger E, Tokmic, Kenan, Oian, Casey S, Rabinovich, Daniel, Valle, Henry U, Hollis, T Keith, Kelly, John T, Cuellar, Kristina A, McNamara, Louis E, Hammer, Nathan I, Webster, Charles Edwin, Oliver, Allen G, Zhang, Min
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container_end_page 14482
container_issue 32
container_start_page 14475
container_title Dalton transactions : an international journal of inorganic chemistry
container_volume 44
creator Tyson, Ginger E
Tokmic, Kenan
Oian, Casey S
Rabinovich, Daniel
Valle, Henry U
Hollis, T Keith
Kelly, John T
Cuellar, Kristina A
McNamara, Louis E
Hammer, Nathan I
Webster, Charles Edwin
Oliver, Allen G
Zhang, Min
description 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.
doi_str_mv 10.1039/c4dt03324h
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Catalytic activity
Chemical reactions
Ligands
Molecular structure
Palladium
Precursors
Synthesis
X-rays
title Synthesis, characterization, photophysical properties, and catalytic activity of an SCS bis(N-heterocyclic thione) (SCS-NHT) Pd pincer complex
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