1. Reactivity of nickel metal precursors towards amido linked N-heterocyclic carbenes and their catalytic studies for cross coupling reactions
- Author
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Rohit Singh Chauhan, Suryakant Nagar, David B. Cordes, Alexandra M. Z. Slawin, Sucheta Chatterjee, Pradnya Prabhu, Dibakar Goswami, University of St Andrews. School of Chemistry, and University of St Andrews. EaSTCHEM
- Subjects
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 - Abstract
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
- Published
- 2020
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