Abstract

A dinuclear nickel complex with (S)-limonene based amino-oxime ligand has been isolated and its crystal structure determined. The resolved structure of dichloridobis-{(2S,5R)-2-methyl-5-(prop-1-en-2-yl)-2-[(pyridin-2-yl)methyl-amino]-cyclo-hexan-1-one oxime}dinickel(II), [Ni2Cl2(C16H23ClN3O)2], at 100 K has monoclinic (P21) symmetry. The two NiII ions in the dinuclear complex are each coordinated in a distorted octa-hedral environment by three nitro-gen atoms, a terminal chloride and two μ bridging chlorides. Each oxime ligand is coordinated to nickel(II) by the three nitro-gen atoms, leading to two five-membered chelate rings, each displaying an envelope conformation. In the crystal, numerous inter-molecular and intra-molecular hydrogen bonds lead to the formation of a three-dimensional network structure.

Highlights

  • Chemical contextAsymmetric synthesis allows the preparation of enantiomerically enriched compounds either by using a chiral auxiliary, which will be temporarily introduced, or by using catalytic procedures (Gawley & Aube, 2012)

  • A dinuclear nickel complex with (S)-limonene based aminooxime ligand has been isolated and its crystal structure determined

  • Each oxime ligand is coordinated to nickel(II) by the three nitrogen atoms, leading to two fivemembered chelate rings, each displaying an envelope conformation

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Summary

Chemical context

Asymmetric synthesis allows the preparation of enantiomerically enriched compounds either by using a chiral auxiliary, which will be temporarily introduced, or by using catalytic procedures (Gawley & Aube, 2012). This latter method is attractive as it contributes to the development of green chemistry, which maximizes efficiency and minimizes hazardous effects on human health and the environment (Anastas & Zimmerman, 2013). The synthesis of optically pure aminooxime ligands has been performed successfully from (R)limonene (El Alami et al, 2012) These compounds possess structures with two or three nitrogen atoms as donor heteroatoms that could coordinate to the metal center. Symmetry codes: (i) Àx þ 2; y À 12; Àz þ 1; (ii) Àx þ 1; y À 12; Àz þ 1; (iii) Àx; y þ 12; Àz; (iv) Àx þ 1; y À 12; Àz

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