Photocatalytic Esterification between Carboxylic Acid and Organo Iodide by Heterogeneous Strategy

Kumar, Kundan (2022) Photocatalytic Esterification between Carboxylic Acid and Organo Iodide by Heterogeneous Strategy. Masters thesis, Indian Institute of Science Education and Research Kolkata.

Text (MS dissertation of Kundan Kumar (16MS086)) 16MS030_Thesis_file.pdf - Submitted Version Restricted to Repository staff only Download (4MB)

Abstract

Covalent Organic Frameworks (COFs) have been working excellently in advancing modern heterogeneous catalysis. COF as a heterogeneous host for carbon-heteroatom bond formations emerged as a promising alternative to the traditional metal-catalyzed approach in photoredox catalysis. This heterogeneous catalysis is a prominent strategy in photocatalysis as the active catalyst can be completely recycled without significant loss of catalytic activity. The recent development of heterogeneous catalysts like COF-based catalysts is working well as a dual catalyst in cross-coupling reactions. Herein, we synthesized olefin linkage two-dimensional (2D) Bpy-sp²C-COF via the Knoevenagel condensation reaction between the 1,3,6,8 tetra-(4-formylphenyl)pyrene (TFPPy) and 5,5'bis(cyanomethyl)-2,2'-bipyridine (BPDAN). Further post metalation of that highly conjugated Bpy-sp²C-COF with transition metal Ni produces the catalyst Ni@Bpy-sp²C-COF. And this Ni@Bpy-sp²C-COF works as an active dual-catalyst in cross-coupling reactions between organo-iodides and carboxylic acids. Here, the combination of a photoactive COF backbone with Ni-units opens a new avenue for the heterogeneous esterification reaction. This Ni@Bpy-sp²C-COF based esterification strategy has overcome the several drawbacks of previously reported methods like high catalyst dosage, non-reusability of expensive catalysts, and narrow substrate scopes. This work presages a significant footprint on the COF-based heterogeneous photocatalyzed cross-coupling reaction.

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