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Nitric oxide reactivity of a Cu(II) complex of an eneamine ligand that lead to the C=C bond breaking of the ligand to form amide compound †

Author : Aswini Kalita

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ABSTRACT


A copper(II) complex with bidentate ligand L [L, N-4-(phenylimino)pent-2-en-2-yl)benzenamine] was synthesized as its perchlorate salt. The single crystal structure for ligand L was determined as its chloride salt. The nitric oxide reactivity of the complex was studied in acetonitrile solvent. The formation of thermally unstable [Cu(II)-NO] intermediate on reaction of the complex with nitric oxide in acetonitrile solution was observed prior to the reduction of copper(II) centres to copper(I). The reduction was found to result with a mono nitrosation at the secondary amine site as well as C=C bond breaking of the ligand leads to the formation of an amide product. All the products were isolated and characterized spectroscopically. The X-ray single crystal structure of the amide compound was determined.

KEYWORD


Bidentate ligand, nitrosation, amide, reductive nitrosation