Mainak Banerjee

Birla Institute of Technology and Science, Pilani - Goa Campus

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Amrita Chatterjee

Birla Institute of Technology and Science, Pilani - Goa Campus

Gouriprasanna Roy

Indian Institute of Technology Tirupati

Ramesh Karri

Shiv Nadar University

Ashish Chalana

Sharda University

Ranajit Das

Shiv Nadar University

Akhil A. Bhosle

Birla Institute of Technology and Science, Pilani - Goa Campus

Biswarup Pathak

Indian Institute of Technology Indore

Kuber Singh Rawat

Ghent University

Kunal Kumar Jha

California Institute of Technology

Vikash Kumar

Indian Institute of Technology Tirupati

Cooperative Institutions

Birla Institute of Technology and Science, Pilani - Goa Campus

Birla Institute of Technology and Science, Pilani

Pohang University of Science and Technology

Goa University

Pusan National University

Shiv Nadar University

Institut Teknologi dan Sains Mandala

Government of the Republic of Korea

Indian Institute of Chemical Biology

Academy of Scientific and Innovative Research

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Activation of the Hg–C Bond of Methylmercury by [S₂]-Donor Ligands

Inorganic Chemistry (2017)

Ramesh Karri Mainak Banerjee Ashish Chalana Kunal Kumar Jha Gouriprasanna Roy

Here we report that [S2]-donor ligands BmmOH, BmmMe, and BmeMe bind rapidly and reversibly to the mercury centers of organomercurials, RHgX, and facilitate the cleavage of Hg–C bonds of RHgX to produce stable tetracoordinated Hg(II) complexes and R2Hg. Significantly, the rate of cleavage of Hg–C bonds depends critically on the X group of RHgX (X = BF4–, Cl–, I–) and the [S2]-donor ligands used to induce the Hg–C bonds. For instance, the initial rate of cleavage of the Hg–C bond of MeHgI induced by BmeMe is almost 2-fold higher than the initial rate obtained by BmmOH or BmmMe, indicating that the spacer between the two imidazole rings of [S2]-donor ligands plays a significant role here in the cleavage of Hg–C bonds. Surprisingly, we noticed that the initial rate of cleavage of the Hg–C bond of MeHgI induced by BmeMe (or BmmMe) is almost 10-fold and 100-fold faster than the cleavage of Hg–C bonds of MeHgCl and [MeHg]BF4 respectively, under identical reaction conditions, suggesting that the Hg–C bond of [MeHg]BF4 is highly inert at room temperature (21 °C). We also show here that the nature of the final stable cleaved products, i.e. Hg(II) complexes, depends on the X group of RHgX and the [S2]-donor ligands. For instance, the reaction of BmmMe with MeHgCl (1:1 molar ratio) afforded the formation of the 16-membered metallacyclic dinuclear mercury compound (BmmMe)2Hg2Cl4, in which the two Cl atoms are located inside the ring, whereas due to the large size of the I atom, a similar reaction with MeHgI yielded polymeric [(BmmMe)2HgI2]m·(MeHgI)n. However, the treatment of BmmMe with ionic [RHg]BF4 led to the formation of the tetrathione-coordinated mononuclear mercury compound [(BmmMe)2Hg](BF4)2, where BF4– serves as a counteranion.

Cleavage (geology)

Bond cleavage

Imidazole

Mercury

10.1021/acs.inorgchem.7b01048

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Citations (16)

An Improved Synthetic Route to Angularly Functionalized Hydrofluorene Derivatives Through Pd(0)‐Catalyzed Heck Reaction.

ChemInform (2006)

Mainak Banerjee Ranjan Mukhopadhyay Basudeb Achari Asish Kr. Banerjee

Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Heck Reaction

10.1002/chin.200633119

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CCDC 1517829: Experimental Crystal Structure Determination

The Cambridge Structural Database (2017)

Ramesh Karri Mainak Banerjee Ashish Chalana Kunal Kumar Jha Gouriprasanna Roy

An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.

10.5517/ccdc.csd.cc1myf77

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CCDC 1483026: Experimental Crystal Structure Determination

The Cambridge Structural Database (2017)

Mainak Banerjee Ramesh Karri Ashish Chalana Ranajit Das Rakesh Kumar

10.5517/ccdc.csd.cc1ls6k4

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Phthalimide conjugation turns the AIE-active tetraphenylethylene unit non-emissive: its use in turn-on sensing of hydrazine in solution and the solid- and vapour-phase

RSC Advances (2021)

Sharanabasava D. Hiremath Ram U. Gawas Dharmendra Das Viraj G. Naik Akhil A. Bhosle

A new AIE-based fluorimetric probe (TPE-PMI) has been successfully developed utilizing Gabriel reaction for the selective detection of hydrazine in solid, liquid and vapour phases.

Tetraphenylethylene

Hydrazine (antidepressant)

Turn (biochemistry)

10.1039/d1ra03563k

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Microwave Assisted Rapid Synthesis of Bicyclo Aza-Sulfone Derivatives from Aldehydes Via Aldoxime Formation Followed by Michael Addition-1,3-Dipolar Cycloaddition with Divinyl Sulfone in One-Pot

SSRN Electronic Journal (2022)

Padmini C. Panjikar Soumik Saha Amrita Chatterjee Mainak Banerjee

A catalyst-free and sustainable microwave method was developed for quick access to a diverse range of bridged bicyclo aza-sulfones from various aldehydes in one-pot via tandem Michael addition-1,3-dipolar cycloaddition of corresponding aldoximes and divinyl sulfone in acetonitrile. At first, microwave irradiation enables fast condensation of aldehydes using hydroxylamine to the corresponding aldoximes, which further reacts with divinyl sulfone in the same pot to afford the desired products, 7-oxa-4-thia-1-aza-bicyclo[3.2.1]-octane 4,4-dioxides in high yields in just 10 min. The one-pot strategy is endowed with a clean reaction profile, easy work-up and high yields.

Sulfone

Michael reaction

10.2139/ssrn.4213493

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ESIPT-active hydroxybenzothiazole-picolinium@CB[7]-HAp NPs based supramolecular sensing assembly for spermine, spermidine and cadaverine: Application in monitoring cancer biomarkers and food spoilage

Journal of Photochemistry and Photobiology A Chemistry (2022)

Akhil A. Bhosle Mainak Banerjee N. Barooah Achikanath C. Bhasikuttan Kavita Kadu

Conjugate

10.1016/j.jphotochem.2022.113770

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ChemInform Abstract: A New Clerodane‐Type γ‐Hydroxybutenolide Diterpene from the Bark of Polyalthia longifolia var. angustifolia.

ChemInform (2012)

Goutam Ghosh Bharat Bhusan Subudhi Mainak Banerjee S. K. Mishra

10.1002/chin.201206190

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Citations (1)

CCDC 1563775: Experimental Crystal Structure Determination

The Cambridge Structural Database (2019)

Ashish Chalana Ramesh Karri Ranajit Das Binayak Kumar Rakesh Kumar Rai

10.5517/ccdc.csd.cc1ph7cs

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ChemInform Abstract: A Mild and Efficient Route to 3‐Vinylchromones in Aqueous Micellar Media.

ChemInform (2016)

Vikash Kumar Amrita Chatterjee Mainak Banerjee

Abstract By a simple and mild procedure pharmacologically interesting 3‐formylchromanes are synthesized in micellar solution by Knoevenagel condensation with various active methylene compounds.

Aqueous medium

Micellar solutions

10.1002/chin.201607162

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