Paper
Glucopyranoside-Incorporated N-Heterocyclic Carbene Complexes of Silver(I) and Palladium(II): Efficient Water-Soluble Suzuki−Miyaura Coupling Palladium(II) Catalysts
Published Oct 11, 2010 · Chien-Chan Yang, Peishan Lin, Fu‐Chen Liu
Organometallics
66
Citations
1
Influential Citations
Abstract
Glucopyranoside-incorporated silver(I) bis(carbene) complexes have been prepared through the reactions of silver oxide with related imidazolium salts. The palladium(II) bis(carbene) complexes were synthesized from their corresponding silver(I) complexes via the technique of transmetalation. In solution, both trans-anti and trans-syn rotamers are observed for these square-planar Pd(II) complexes. In the solid state, the complex [1-methyl-3-(methyl 2,3,4-tri-O-benzoyl-6-deoxy-α-d-glucopyrano-6-yl)imidazol-2-ylidene]2PdBr2 adopts a trans-anti conformation, while the complexes [1-ethyl-3-(methyl 2,3,4-tri-O-benzoyl-6-deoxy-α-d-glucopyrano-6-yl)imidazol-2-ylidene]2PdBr2 and [1-n-butyl-3-(methyl 2,3,4-tri-O-benzoyl-6-deoxy-α-d-glucopyrano-6-yl)imidazol-2-ylidene]2PdBr2 adopt a trans-syn conformation. The steric congestion between the two glucopyranoside groups in the last two trans-syn compounds are perhaps relaxed through tilting of the imidazole rings and rotation of the flexible CH2 spacer, which connects th...
Glucopyranoside-incorporated silver(I) bis(carbene) complexes with palladium(II) bis(carbene) complexes are efficient water-soluble Suzuki-Miyaura coupling catalysts.
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