Coordination characteristics of di-O-picolyl derivative of 1,1′-methylene-bis(2-naphthol): First crystal structure of a monomeric Cu(II) complex of bis{2-[(pyridin-2-yl)methoxy] naphthalen-1-yl}methane

Baghel, Garima Singh; Mobin, Shaikh M.; Rao, Chebrolu P.

doi:10.1016/j.ica.2008.12.019

Cited by 2 publications

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“…Computational studies were carried out using Gaussian 03 package . Prior to assuming the initial guess model for computational calculations, structure of L was generated using gaussview from the single-crystal XRD structure of a similar methylene-bisnaphthalene-amidomethyl benzimidazole di-derivative . The structure was then optimized by semiemprical methods followed by HF and then by DFT in a cascade fashion.…”

Section: Methodsmentioning

confidence: 99%

Benzimidazole Conjugate of 1,1′-Thiobis(2-naphthol) as Switch-On Fluorescence Receptor for Ag⁺ and the Complex as Secondary Recognition Ensemble toward Cys, Asp, and Glu in Aqueous Methanolic Solution: Synthesis, Characterization, Ion and Amino Acid Recognition, Computational Studies, and Microscopy Features

et al. 2011

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A new 1,1'-thiobis(2-naphthoxy)-based receptor molecule (L) containing a benzimidazole moiety has been synthesized and characterized by (1)H NMR, ESI-MS, and elemental analysis. The selectivity of L has been explored in aqueous methanol, resulting in selective (7.5 ± 0.5)-fold switch-on fluorescence response toward Ag(+) among 14 different transition, alkali, and alkaline earth metal ions studied. The complexation of Ag(+) by L has been addressed by ESI-MS, (1)H NMR, and UV-vis spectra. Microstructural features of L and its Ag(+) complex have been measured by AFM and TEM. The morphological features of L alone and L in the presence of Ag(+) differ dramatically both in shape and size, and the ion induces the formation of chains owing to its coordinating ability toward benzimidazole. Further, the in situ [Ag(+)-L] complex was titrated against 20 naturally occurring amino acids and found that this complex acts as a secondary recognition ensemble toward Cys, Asp, and Glu by switch-off fluorescence.

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Section: Methodsmentioning

confidence: 99%

Benzimidazole Conjugate of 1,1′-Thiobis(2-naphthol) as Switch-On Fluorescence Receptor for Ag⁺ and the Complex as Secondary Recognition Ensemble toward Cys, Asp, and Glu in Aqueous Methanolic Solution: Synthesis, Characterization, Ion and Amino Acid Recognition, Computational Studies, and Microscopy Features

et al. 2011

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Synthesis, characterization of the amido-conjugates of 1,1′-methylene-bis(2-naphthol) and recognition of Cu2+ in aqueous acetonitrile

2012

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Di-amido-derivatives of 1,1 0 -methylene-bis(2-naphthol) (mbn), viz.; L 1 to L 6 and L 7 , have been synthesized and characterized. The single crystal X-ray structure of L 2 has been established. All these derivatives have been studied for metal ion recognition by fluorescence and absorption techniques. Among these, L 6 and L 7 were found to be selective towards Cu 2+ even in the presence of other metal ions in aqueous acetonitrile owing to the presence of the N,O-binding core up to the lowest concentration of 210 AE 11 and 144 AE 3 ppb, respectively. The binding region has been identified by 1 H NMR studies. The proposed mode of binding has been modelled by DFT computations. w Electronic supplementary information (ESI) available: Characterization data, Single crystal XRD structure of L 2 , fluorescence titration studies with metal ions, control fluorescence titration studies, minimum detection limit experiment, absorption titration studies, Job's plots, mass spectral studies of L 6 and L 7 with Cu 2+ , competitive metal ion titrations, 1 H-NMR titration studies, computational studies. CCDC reference number 862498. For ESI and crystallographic data in CIF or other electronic format see

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Coordination characteristics of di-O-picolyl derivative of 1,1′-methylene-bis(2-naphthol): First crystal structure of a monomeric Cu(II) complex of bis{2-[(pyridin-2-yl)methoxy] naphthalen-1-yl}methane

Cited by 2 publications

References 20 publications

Synthesis, characterization of the amido-conjugates of 1,1′-methylene-bis(2-naphthol) and recognition of Cu2+ in aqueous acetonitrile

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