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Organo-Soluble Colloidal MoS2 Quantum Dots (QDs) as an Efficient Photocatalyst for α-Amino Phosphonate Synthesis

Kayal, A and De, M (2024) Organo-Soluble Colloidal MoS2 Quantum Dots (QDs) as an Efficient Photocatalyst for α-Amino Phosphonate Synthesis. In: ChemCatChem, 16 (15).

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Official URL: https://doi.org/10.1002/cctc.202400264

Abstract

α-Amino phosphonates are bio-isosteres of amino acids and have numerous biochemical activities. While they are generally prepared via carbon�phosphorus bond formation using a plethora of methods but using recyclable photo-catalysts and readily accessible amine and phosphites are not commonly used in synthesis. Herein, we used organo-soluble MoS2 Quantum Dots (QDs) as an exceptionally efficient nano-photocatalyst for the synthesis of α-amino phosphonates. Our approach emphasizes on photocatalysis within organic media, providing a facile and effective method for conducting these intricate organic conversions under mild conditions. This straightforward process harnesses the power of molecular oxygen (O2) as an oxidizing agent. To elaborate, our method is intricately guided by the inherent capability of MoS2 QDs to enter an excited state upon absorption of blue light. This excited state bears appropriate potential energy to initiate the formation of reactive iminium ion species from N-phenyl benzylamine, thus driving the desired product formation. Mechanistic analysis has also unveiled the pivotal role of MoS2 QDs in generating reactive superoxide radicals from O2 through single electron transfer (SET), underscoring their significance in the process. Remarkably, this photocatalytic transformation furnishes a diverse array of functionalized products, expanding its applicability and potential implications in various contexts. © 2024 Wiley-VCH GmbH.

Item Type: Journal Article
Publication: ChemCatChem
Publisher: John Wiley and Sons Inc
Additional Information: The copyright for this article belongs to John Wiley and Sons Inc.
Keywords: Catalysis; Free radical reactions; Image processing; Layered semiconductors; Molecular oxygen; Molybdenum compounds; Nanocrystals; Potential energy; Semiconductor quantum dots; Sols, Amino-acids; Aminophosphonates; Biochemical activity; Excited-states; Nano photocatalysts; Organo-soluble quantum dot; Organosoluble; Photo-redox catalyse; Redox catalysis; TMD, Excited states
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 21 Aug 2024 11:42
Last Modified: 21 Aug 2024 11:42
URI: http://eprints.iisc.ac.in/id/eprint/85488

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