Palladium biphenyl N-heterocyclic carbene complexes: Synthesis, structure and their catalytic efficiency in water mediated Suzuki–Miyaura cross-coupling reaction
| Autor: | Wen-Shu Hwang, Lavudi Seva, Shahulhameed Sabiah |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
010405 organic chemistry
Stereochemistry Ligand Process Chemistry and Technology chemistry.chemical_element 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis Coupling reaction 0104 chemical sciences chemistry.chemical_compound Deprotonation chemistry Bromide Physical and Theoretical Chemistry Methylene Acetonitrile Carbene Palladium |
| Zdroj: | Journal of Molecular Catalysis A: Chemical. :125-131 |
| ISSN: | 1381-1169 |
| Popis: | 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)Br2] (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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect