02698nas a2200289   4500008004100000022001400041245016000055210006900215260007300284300001200357490000900369520162800378653002402006653001602030653002102046653001902067653001902086653001102105100001602116700002002132700001702152700003102169700002402200700002502224700002702249856013202276       2016                        eng d  a0022-286000aNaphthoquinone based chemosensor 2-(2 `-aminoethylpyridine)-3-chloro-1,4-naphthoquinone: detection of metal ions, X-ray -crystal structures and DFT studies0 aNaphthoquinone based chemosensor 22 aminoethylpyridine3chloro14n  aPO BOX 211, 1000 AE AMSTERDAM, NETHERLANDSbELSEVIER SCIENCE BVcJUN  a132-1430 v11143 a<p>Naphthoquinone based Chemosensor 2; 2-(2'-aminoethylpyridine)-3-chloro-1,4-napthoquinone have been synthesized and characterized. Chemosensor 2 crystallizes in the orthorhombic space group Pbcn and shows extensive intramolecular as well as intermolecular hydrogen bonding interactions. Each molecule of Chemosensor 2 showed interaction with five neighboring molecules via C-H center dot center dot center dot N, N-H center dot center dot center dot N, C-H center dot center dot center dot Cl and C-H center dot center dot center dot O interactions. Slipped pi-pi stacking interaction was observed in adjacent quinonoid and benzenoid rings. Chemosensor abilities of Chemosensor 2 ligand have been evaluated with metal ions viz. Cu2+, Ni2+, Zn2+, Co2+, Fe3+, Mn2+, Cr3+, Hg2+, La3+ and Cd2+ in methanol, methanol-water mixture and in presence of mild base triethylamine. Stoichiometry of Chemosensor 2 with metal ions such as Cu2+, Ni2+, Zn2+ and Co2+ ions was determined by Jobs method in methanol and were found as 1:1 for Cu2+ and 2:1 for Ni2+, Zn2+ Co2+. The variation in the metal ligand ratio is observed in aqueous media for Cu2+. Chemosensor 2 can be used selectively for naked eye detection of Cu2+ ions. The association constant obtained in methanol shows the trend Cu2+&gt;Ni2+&gt;Co2+. Cu2+ and two (Ni-1 and Ni-2) Ni2+ complexes were synthesized. Ni-2 complex showed coordination of Chemosensor 2 ligands was through pyridine nitrogen's only. The Chemosensor 2 and its deprotonated forms in methanol, water and triethylamine were also studied by TD-DFT studies. (C) 2016 Elsevier B.V. All rights reserved.</p>10aAminonaphthoquinone10aChemosensor10ahydrogen bonding10aNaphthoquinone10api-pi stacking10aTD-DFT1 aPatil, Amit1 aWare, Anuja, P.1 aBhand, Sujit1 aChakravarty, Debamitra, K.1 aGonnade, Rajesh, G.1 aPingale, Subhash, S.1 aSalunke-Gawali, Sunita  uhttps://library.ncl.res.in/content/naphthoquinone-based-chemosensor-2-2-aminoethylpyridine-3-chloro-14-naphthoquinone-detection