Molecular structures of 2-hydroxy-1,4-naphthoqinone derivatives and their zinc(II) complexes: Combining experiment and density functional theory

Dar, Umar Ali and Shand, Sujit and Lande, Dipali N and Rao, Soniya S and Patil, Yogesh P and Gejji, Shridhar P and Nethaji, M and Weyhermueller, Thomas and Salunke-Gawali, Sunita (2016) Molecular structures of 2-hydroxy-1,4-naphthoqinone derivatives and their zinc(II) complexes: Combining experiment and density functional theory. In: POLYHEDRON, 113 . pp. 61-72.

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Abstract

Molecular structures of 2-hydroxy-1,4-naphthoquinone (Lw), its chloro (ClLw; 2-chloro-3-hydroxy-1,4-naphthoquinone) and bromo (BrLw; 2-bromo-3-hydroxy-1,4-naphthoquinone) derivatives and their Zn (II) complexes are derived from the wB97x based density functional theory. The calculations predicted that the trans, trans conformer of the Zn(II) complex of 2-hydroxy-1,4-naphthoquinone (ZnLw) turns out to be of the lowest energy. A comparison of C(2) substituted chloro and bromo derivatives has been presented. Single X-ray crystal structure revealed that the BrLw belongs to monoclinic Cc space group with three independent molecules in its asymmetric unit cell with the crystal network extending through it it stacking whilst the ZnBrLw complex possesses monoclinic P2(1)/n space group and facilitate hydrogen bonding interactions. Electrochemical characterization describing the redox behavior of BrLw and Zn(II) complex in DMSO has been carried out through cyclic voltammetry experiments. (C) 2016 Elsevier Ltd. All rights reserved.

Item Type:	Journal Article
Publication:	POLYHEDRON
Publisher:	PERGAMON-ELSEVIER SCIENCE LTD
Additional Information:	Copy right for this article belongs to the PERGAMON-ELSEVIER SCIENCE LTD, THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Keywords:	Naphthoquinone; Hydrogen bonding; Cis isomer; Trans isomer; Density functional theory
Department/Centre:	Division of Chemical Sciences > Inorganic & Physical Chemistry
Date Deposited:	12 Jul 2016 09:10
Last Modified:	12 Jul 2016 09:10
URI:	http://eprints.iisc.ac.in/id/eprint/54179

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