Journal
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL
Volume 418, Issue -, Pages 125-131Publisher
ELSEVIER
DOI: 10.1016/j.molcata.2016.03.032
Keywords
N-Heterocyclic carbene; Silver-NHC; Palladium-NHC; Biphenyl; Suzuki-Miyaura coupling
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Funding
- Department of Science and Technology, New Delhi (SERB) [SR/FT/CS-102/2010]
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Synthesis of bis-N-heterocyclic carbene ligand with biphenyl backbone [MIBIPhen](Br)(2) (L), [Ag(MIBIPhen)](2)(PF6)(2) (1) and palladium-NHC complexes, [Pd(MIBIPhen)(Cl)(H3C-CN)]PF6 (2), [Pd(MIBIPhen)(H3C-CN)(2)](PF6)(2) (3) and [Pd(MIBIPhen)Br-2] (4) {MIBIPhen = (3,3'-(biphenyl-2,2'-diylbis(methylene))bis(1-methyl-1H-imidazol-3-ium)bromide]} is reported. All complexes (1-4) are characterized by NMR, ESI-MS, elemental analysis and single crystal XRD. Complex 1 serves as an efficient NHC transfer agent for the preparation of complex 2. Treatment of complex 2 with AgPF6 drives the exchange of chloride by acetonitrile to result in complex 3. Complex 4 is prepared by in situ deprotonation of MIBIPhen with Pd(OAc)(2). Complex 1 is molecular box type with silver in bent geometry. Complexes 2, 3 & 4 exist as monomers with palladium in distorted-square-planar geometry. All Pd-NHC complexes are explored as catalyst in water mediated Suzuki-Miyaura cross coupling reaction where complex 3 shows efficient catalytic activity. (C) 2016 Elsevier B.V. All rights reserved.
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