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Dive into the research topics where Arindam Mukhopadhyay is active.

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Featured researches published by Arindam Mukhopadhyay.


Journal of the American Chemical Society | 2013

Helicity as a Steric Force: Stabilization and Helicity-Dependent Reversion of Colored o-Quinonoid Intermediates of Helical Chromenes

Jarugu Narasimha Moorthy; Susovan Mandal; Arindam Mukhopadhyay; Subhas Samanta

Photolysis of regioisomeric helical chromenes 1 and 2 leads to colored reactive intermediates. While the latter generally decay quite rapidly, they are found to be longer lived in 1 and highly persistent in 2. The remarkable stability of the otherwise fleeting transient in 2 allowed isolation and structural characterization by X-ray crystallography. The structural analyses revealed that steric force inherent to the helical scaffold is the origin of stability as well as differentiation in the persistence of the intermediates of 1 and 2 (1Q and 2Q). The structure further shows that diphenylvinyl moiety in the TT isomer of 2Q gets splayed over the helical scaffold such that it is fraught with a huge steric strain to undergo required bond rotations to regenerate the precursor chromene. Otherwise, reversion of 2Q was found to occur at higher temperatures. Aazahelical chromenes 3 and 4 with varying magnitudes of helicity were designed in pursuit of o-quinonoid intermediates with graded activation barriers. Their photogenerated intermediates 3Q and 4Q were also isolated and structurally characterized. The activation barriers for thermal reversion of 2Q-4Q, as determined from Arrhenius and Eyring plots, are found to correlate nicely with the helical turn, which decisively determines the steric force. The exploitation of helicity is thus demonstrated to develop a novel set of photoresponsive helicenes 2-4 that lead to colored intermediates exhibiting graded stability. It is further shown that the photochromism of 2-4 in conjunction with response of 2Q-4Q to external stimuli (acid, heat, and visible radiation) permits development of molecular logic gates with INHIBIT function.


Journal of Materials Chemistry | 2017

Orthogonal self-assembly of a trigonal triptycene triacid: signaling of exfoliation of porous 2D metal–organic layers by fluorescence and selective CO2 capture by the hydrogen-bonded MOF

Pujari Chandrasekhar; Arindam Mukhopadhyay; Govardhan Savitha; Jarugu Narasimha Moorthy

Trigonal 3-connecting imidazole-annulated triptycene triacid (H3TPA) is a molecular module that is programmed for orthogonal self-assembly. Upon treatment with metal salts such as CoCl2, Mn(NO3)2, Zn(NO3)2 and Cd(NO3)2, highly porous isostructural MOFs are obtained in which the TPA linker undergoes metal–ligand coordination and hydrogen bonding through carboxylate groups and imidazole moieties, respectively. The MOFs are constructed by hydrogen bond-mediated offset stacking of porous (3,3) honeycomb layers formed by the self-assembly of TPA with 3-connecting triangular bimetallic SBUs. We show that the interlayer hydrogen bonds can be disrupted by solvents such as DMSO, leading to solvent-induced delamination of 2D metal–organic nanosheets. The delamination is signaled by turn-on of fluorescence, which is suppressed in the bulk state. Indeed, the extent of exfoliation with different solvents – as reflected from fluorescence quantum yields as well as solvent-induced shifts in emission maxima – can be nicely correlated with Gutmanns solvent DN numbers, which are a measure of the ability of solvents to accept hydrogens in hydrogen bonds. The results demonstrate how the bulk materials with layered structures can be (i) engineered in a ‘bottom-up’ approach by orthogonal self-assembly of an organic linker created by de novo design and (ii) in turn be exfoliated in a ‘top-down’ approach by solvent-induced ultrasonication. As bulk materials, the hydrogen-bonded MOFs lend themselves to selective as well as high adsorption of CO2 under ambient conditions as a result of the nitrogenous environment of pores conferred by the benzimidazole moieties.


Journal of Chemical Sciences | 2018

Influence of silyloxy substitution on the photochromic properties of diarylbenzo- and naphthopyrans\(^{\S }\)

Arindam Mukhopadhyay; Vijay Kumar Maka; Jarugu Narasimha Moorthy

Diarylbenzopyrans and their annulated derivatives are a class of photochromic compounds, which have been extensively investigated for photochromism. In fact, some naphthopyrans are employed industrially in ophthalmic lens applications. Photoirradiation of 2,2-diphenylbenzopyran leads to the formation of colored o-quinonoid intermediates. The latter revert too rapidly to allow their observation only at low temperatures (173–263 K). Annulation and other strategies are exploited to observe the colored o-quinonoid intermediates that persist for a few minutes at room temperature. We have examined photochromism of a set of silyloxy-substituted 2,2-diphenylbenzo- and naphthopyrans to explore how the mesomeric effects transmitted by the strongly e-donating silyloxy group substituted in the ring and at phenyl groups manifest in the spectrokinetic properties of their photogenerated colored o-quinonoid intermediates. We show that silyloxy substitution in the benzopyran ring leads to remarkable stabilization of the colored intermediates to enable their persistence at 283 K for a few minutes. In contrast, similar substitution in the C2-phenyl rings destabilizes the colored intermediates.


Chemical Science | 2016

Remarkably selective and enantiodifferentiating sensing of histidine by a fluorescent homochiral Zn-MOF based on pyrene-tetralactic acid

Pujari Chandrasekhar; Arindam Mukhopadhyay; Govardhan Savitha; Jarugu Narasimha Moorthy


Tetrahedron Letters | 2016

Biginelli reaction: an overview

Honnappa Nagarajaiah; Arindam Mukhopadhyay; Jarugu Narasimha Moorthy


Physical Chemistry Chemical Physics | 2014

Excited-state properties of fluorenones: influence of substituents, solvent and macrocyclic encapsulation

Indrajit Ghosh; Arindam Mukhopadhyay; Apurba L. Koner; Subhas Samanta; Werner M. Nau; Jarugu Narasimha Moorthy


Journal of Organic Chemistry | 2016

Fluoride-Triggered Ring-Opening of Photochromic Diarylpyrans into Merocyanine Dyes: Naked-Eye Sensing in Subppm Levels

Arindam Mukhopadhyay; Vijay Kumar Maka; Jarugu Narasimha Moorthy


Journal of Photochemistry and Photobiology C-photochemistry Reviews | 2016

Phenomenon to functions: Photochromism of diarylpyrans, spectrokinetic properties and functional materials

Arindam Mukhopadhyay; Jarugu Narasimha Moorthy


Physical Chemistry Chemical Physics | 2017

Remarkable influence of ‘phane effect’ on the excited-state properties of cofacially oriented coumarins

Arindam Mukhopadhyay; Vijay Kumar Maka; Jarugu Narasimha Moorthy


Tetrahedron | 2017

One-pot multistep synthesis of bipolar carbazolo-phenazines: Hydrogen bond control of Diels-Alder cycloaddition and application for fluoride sensing

Abhaya Kumar Mishra; Arindam Mukhopadhyay; Jarugu Narasimha Moorthy

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Jarugu Narasimha Moorthy

Indian Institute of Technology Kanpur

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Vijay Kumar Maka

Indian Institute of Technology Kanpur

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Govardhan Savitha

Indian Institute of Technology Kanpur

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Abhaya Kumar Mishra

Indian Institute of Technology Kanpur

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Pujari Chandrasekhar

Indian Institute of Technology Kanpur

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Susovan Mandal

Indian Institute of Technology Kanpur

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Indrajit Ghosh

Jacobs University Bremen

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Werner M. Nau

Jacobs University Bremen

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Honnappa Nagarajaiah

Indian Institute of Technology Kanpur

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