Two novel ferrocene-quinoline derivatives 3 (C22H19O2N3Fe) and 4 (C34H28O4N6Fe) have been synthesized and structurally characterized. Compound 3 exhibits good proton conductivity through 1D helical water chains. In addition, both compounds 3 and 4 selectively detect Zn2+ ions in water with a detection limit of 2 ppb through multiple channels. © 2015 The Royal Society of Chemistry.

Sundargopal Ghosh

Department Of Chemistry

Joseph Ponniah S

Rosmita Borthakur

Sourav Kanti Jana

Chains

Organometallics

Zinc

Zinc compounds

Chemosensor

Detection limits

Ferrocenes

MULTIPLE CHANNELS

Proton conduction

quinoline derivative

WATER CHAINS

Iron compounds

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

RSC Advances

The regioselective 1,3-dipolar cycloaddition reaction of alkoxy alkynyl Fischer carbene complex 1 with azidomethyl ferrocene 2 and with azidomethyl pyrene 4 under solvent-free conditions yielded the triazolyl Fischer carbene complexes 3 (C27H21O6N3FeW) and 5 (C33H21O6N3W), respectively. The cation complexation properties of these receptors have been systematically studied using electrochemical and spectroscopic techniques. The exceptional structural feature existing in these receptors is the presence of a Fischer carbene moiety, connected to the ferrocene or pyrene moiety through a 1,2,3-triazole ring. Receptor 3 contains a redox-active ferrocene moiety and is highly selective toward Pb2+ ion, whereas receptor 5, having a fluorescent pyrene unit, selectively recognizes Zn2+ and Cu 2+ ions. The binding ability of receptor 3 can be inferred either from the redox shift (the anodic shift ΔE1/2 = 55 mV) or the highly visual output response for Pb2+ ion. Receptor 5 displays considerable chelation-enhanced fluorescence (CHEF) upon binding with Zn 2+ and Cu2+ ions in an aqueous environment. Further, the proposed binding modes of these receptors and their metal cation complexation properties have been supported by 1H NMR titration and MALDI-MS and a DFT study. © 2014 American Chemical Society.

Triazolyl alkoxy Fischer carbene complexes in conjugation with ferrocene/pyrene as sensory units: Multifunctional chemosensors for lead(II), copper(II), and zinc(II) ions

The electrochemical, optical, and metal cation sensing properties of the triazole-tethered ferrocene-anthracene conjugates, C48H 40FeO2N6 (3) and C52H 40FeO2N6 (4), and the ferrocene-pyrene conjugates, C29H25FeON3 (5) and C 31H25FeON3 (6), have been documented. All the compounds 3-6 behave as very selective redox, chromogenic, and "turn-on" fluorescent probes for Pb2+ ion in an aqueous environment (CH3CN/H2O, 2/8). The significant changes in their absorption spectra are accompanied by a strong color change from yellow to greenish blue, which allows a prospective use for the "naked eye" detection of Pb2+ ion over other competitor cations such as Hg 2+ and Cd2+. These chemosensors present immense brightness and fluorescence enhancement (chelation-enhanced fluorescence = 85 for 3 and 92 for 4) following Pb2+ coordination within the limit of detection at 2 ppb. Interestingly, their fluorescence, redox, and colorimetric responses are preserved in presence of water, which can be used for the selective colorimetric detection of Pb2+ ion in aqueous environment over Hg2+ and Cd2+ cations. All the compounds have been characterized by 1H, 13C NMR spectroscopy and electrospray ionization mass spectrometry (ESI-MS) spectrometric analysis, and the solid-state structures of 5 and 6 have been unequivocally established by X-ray diffraction analysis. © 2013 American Chemical Society.

Analytical Chemistry

Sensitive and selective redox, chromogenic, and "turn-on" fluorescent probe for Pb(II) in aqueous environment

Triazole-based unsymmetrically 1,1′-disubstituted ferrocene derivatives 4 and 5 have been synthesized using "click chemistry" with sequential functionalization at the cyclopentadienyl rings. The cation complexation properties of these ferrocene derivatives have been studied using electrochemical and spectroscopic techniques. The exceptional structural features present in these ligands are the presence of one cholesterol moiety, connected to the 1-position of the ferrocene center through a 1,2,3-triazole ring, and a fluorescent moiety, linked to the 1′-position of such a core through another triazole-ether linkage. Both the receptors experience perturbation of the CV in the presence of Hg2+ with a change of electrochemical potential (the large anodic shift ΔE1/2 = 129 mV for 4 and ΔE1/2 = 140 mV for 5). The changes in the absorption spectra are accompanied by the appearance of a new high energy (HE) peak at ca. 206 nm for 4 and 202 nm for 5 (4: ε = 3123 × 10 2 M-1 cm-1, 5: ε = 3140 × 10 2 M-1 cm-1) in the presence of Hg2+ ion. In addition, receptors 4 and 5 show colorimetric response and act as a selective "turn off" fluorescent receptor for Hg2+ and Cu2+ ions. On the basis of the 1H NMR titration, ESI-MS and DFT study, probable binding modes of 1,1′-disubstituted ferrocene derivatives 4 and 5 with Hg2+ have been proposed. © 2013 The Royal Society of Chemistry.

Synthesis and sensing properties of 1,1′-disubstituted unsymmetrical ferrocene-triazole derivatives: A multichannel probe for Hg(ii) ion

The synthesis, electrochemical, optical, and metal-cation-sensing properties of ferrocene-glycine conjugates C 30H 38O 8N 8Fe (2) and C 20H 24O 4N 4Fe (3) have been documented. Both compounds 2 and 3 behave as very selective redox (ΔE 1/2 = 217 mV for 2 and ΔE 1/2 = 160 mV for 3), chromogenic, and fluorescent chemosensors for Hg 2+ cations in an aqueous environment. The considerable changes in their absorption spectra are accompanied by the appearance of a new low-energy peak at 630 nm (2, ε = 1600 M -1 cm -1; 3, ε = 822 M -1 cm -1). This is also accompanied by a strong color change from yellow to purple, which allows a prospective for the "naked eye" detection of Hg 2+ cations. These chemosensors present immense brightness and fluorescence enhancement (chelation-enhanced fluorescence = 91 for 2 and 42 for 3) following Hg 2+ coordination within the limit of detection for Hg 2+ at 7.5 parts per billion. © 2011 American Chemical Society.

Inorganic Chemistry

A highly selective redox, chromogenic, and fluorescent chemosensor for Hg 2+ in aqueous solution based on ferrocene-glycine bioconjugates

Wireless Communications and Mobile Computing

10.1002/wcm.v14.16

Unprecedented ferrocene-quinoline conjugates: Facile proton conduction via 1D helical water chains and a selective chemosensor for Zn(ii) ions in water

Journal	Data powered by TypesetRSC Advances
Publisher	Data powered by TypesetRoyal Society of Chemistry
ISSN	20462069
Open Access	No