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Photocatalytic C(sp<sup>3</sup>)-H and C(sp<sup>2</sup>)-H Carboxylation of Amines with CO<sub>2</sub> Using a Sustainable Covalent Organic Framework/gC<sub>3</sub>N<sub>4</sub> Composite

Pekham Chakrabortty, Anjan Kumar Das, Swarbhanu Ghosh, Antarip Mitra, Khushboo S. Paliwal, Venkataramanan Mahalingam, Mohammad Shahidul Islam, Kareem Yusuf, Sk. Manirul Islam

2024Industrial & Engineering Chemistry Research20 citationsDOI

Abstract

Carboxylation of amines is an important route to obtain amino acids. Herein, we have reported the synthesis and characterizations of a new COF/gC 3 N 4 composite which acted as a heterogeneous photocatalyst for the carboxylation of unprotected indoles and N-Boc-benzyl amines. We have used SnO 2 nanoparticles as the cocatalyst and CO 2 as the carbon source under visible light irradiation. This gave a range of carboxylated products both with unprotected indoles and N-Boc-benzylamines with high yield. Control experiments gave the optimum reaction conditions for this photocatalytic carboxylation. Light dependency of this reaction was confirmed by altering the intensity of light. Here, we have synthesized two different catalysts, TpBpy and Tz COF, and the gC 3 N 4 heterojunction which showed excellent photocatalytic activity. The photocatalysts, COF/gC 3 N 4, are recyclable and reusable for several cycles without a significant loss in performance. The synthesis of a drug compound Clopidogrel and drug formation unit Tirofiban is demonstrated with these photocatalytic protocols.

Topics & Concepts

CarboxylationChemistryPhotocatalysisCovalent bondMedicinal chemistryNuclear chemistryOrganic chemistryCatalysisCarbon dioxide utilization in catalysisCovalent Organic Framework ApplicationsAdvanced Photocatalysis Techniques
Photocatalytic C(sp<sup>3</sup>)-H and C(sp<sup>2</sup>)-H Carboxylation of Amines with CO<sub>2</sub> Using a Sustainable Covalent Organic Framework/gC<sub>3</sub>N<sub>4</sub> Composite | Litcius