Please use this identifier to cite or link to this item:
|Title:||Dinuclear and tetranuclear palladium(II) complexes of a thiolato-functionalized, benzannulated N-heterocyclic carbene ligand and their activities toward suzuki-miyaura coupling|
|Citation:||Yuan, D., Huynh, H.V. (2010-11-22). Dinuclear and tetranuclear palladium(II) complexes of a thiolato-functionalized, benzannulated N-heterocyclic carbene ligand and their activities toward suzuki-miyaura coupling. Organometallics 29 (22) : 6020-6027. ScholarBank@NUS Repository. https://doi.org/10.1021/om1008023|
|Abstract:||The thiolato-bridged dimeric Pd(II) benzimidazolin-2-ylidene complex 1, with a [Pd2S2] core, was conveniently prepared by the reaction of the thiol-functionalized benzimidazolium salt C and Pd(OAc) 2. More straightforwardly, 1 can also be synthesized by direct treatment of the thioester-functionalized benzimidazolium salt B with Pd(OAc)2 in wet DMSO under in situ hydrolysis of the thioester function. A subsequent salt metathesis reaction of 1 with AgO 2CCF3 afforded the mixed dicarboxylato/NHC analogue 2 in quantitative yield, leaving the sulfur bridges of the [Pd2S 2] core unaffected despite the use of the soft Ag(I) ions. Treatment of 1 with Me3OBF4 resulted in an unexpected bromido abstraction of 1 leading to an unusual rearrangement/dimerization reaction to give the tetranuclear NHC complex 3, which features a [Pd4S 4] macrocylic square with sulfur corners. These reactions demonstrate the structural diversity of the thiolato-functionalized N-heterocyclic carbene complexes and may offer access to metallo-NHC-based supramolecular architectures. A comparative catalytic study revealed the superiority of NHC/thiolato complex 2 over complexes 1 and 3 in aqueous Suzuki-Miyaura couplings at very low catalyst loading. © 2010 American Chemical Society.|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on May 14, 2018
WEB OF SCIENCETM
checked on May 1, 2018
checked on Apr 20, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.