Reactivity of nickel metal precursors towards amido linked N-heterocyclic carbenes and their catalytic studies for cross coupling reactions
| Autor: | Rohit Singh Chauhan, Suryakant Nagar, David B. Cordes, Alexandra M. Z. Slawin, Sucheta Chatterjee, Pradnya Prabhu, Dibakar Goswami |
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| Přispěvatelé: | University of St Andrews. School of Chemistry, University of St Andrews. EaSTCHEM |
| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
chemistry.chemical_element DAS QD Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Coupling reaction 0104 chemical sciences Catalysis Inorganic Chemistry chemistry.chemical_compound Nickel chemistry Materials Chemistry Imidazole Molecule QD Reactivity (chemistry) Physical and Theoretical Chemistry Chloroacetamide Phosphine |
| Zdroj: | Inorganica Chimica Acta. 504:119446 |
| ISSN: | 0020-1693 |
| DOI: | 10.1016/j.ica.2020.119446 |
| Popis: | One of the authors (RSC) is grateful to DST for the financial support under the DST young scientist scheme YSS/2014/000797. The refluxing of chloroacetamide derivatives with n-butyl imidazole resulted in their corresponding salt of composition 1-(n-butyl)-3-N-(2-Ar)acetamido-1, 3-imidazolium chloride (Ar = furylmethyl (1a); phenylmethyl (1b)). The latter salt on treatment with DBU followed by the addition of chalcogen atom resulted into a compound [(1-(n-butyl)-3-N-(2-Ar)acetamido-1,3-imidazol-3-ylidine)E] (Ar = furylmethyl; E = S (2a); Ar = phenylmthyl; E = Se (2b)). Similarly, the reaction of the imidazolium salts with, excess K2CO3 and NiCl2·6H2O yielded compounds [(1-(n-butyl)-3-N-(2-Ar)acetamido-1,3-imidazol-3-ylidine)]2Ni (Ar = furylmethyl (3a); phenylmethyl (3b)). The latter complexes have also been isolated by using Ni(II) phosphine precursors [NiCl2(PP)] (PP = PPh3, dppf). The molecular structure of [(1-(n-butyl)-3-N-(2-furylmethyl)acetamido-1, 3-imidazol-3-ylidine)]2Ni and [(1-(n-butyl)-3-N-(2-phenylmethyl)acetamido-1, 3-imidazol-3-ylidine)]2Ni were established by single crystal X-ray diffraction analysis. The catalytic property of complex 3a and 3b for cross coupling reactions has been studied. Postprint |
| Databáze: | OpenAIRE |
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