Synthesis of sulfone bridged 2D porphyrin assembly for enhanced photocatalytic oxygenation of sulfide

Article type: Research Article

Authors: Rana, Vivek Singh^a | Singh, Satyam^b | Devi, Renu^a | Nayak, Ripsa Rani^c | Singh, Ashish Pratap^d | Kumar, Kamlesh^e | Shrivastava, Rahul^f | Gupta, Navneet Kumar^c | Yadav, Rajesh K.^{b; *} | Singh, Atul P.^{a; *}

Affiliations: [a] Department of Chemistry, UIS, Chandigarh University, Gharuan, Mohali, Punjab, India | [b] Department of Chemistry and Environmental Science, Madan Mohan Malaviya University of Technology, Gorakhpur, U.P., India | [c] Center for Sustainable Technologies, Indian Institute of Science, Gulmohar Marg, Mathikere, Bengaluru, India | [d] Department of Chemistry, J.P. University (N.L.S. College), Saran, Bihar, India | [e] Department of Chemistry and Chemical Sciences, Central University Jammu, Bagla Suchani, Jammu and Kashmir, India | [f] Department of Chemistry, Manipal University Jaipur, Jaipur, India

Correspondence: [*] Corresponding authors: Atul P. Singh, E-mail atulpiitd@gmail.com; ORCID: https://orcid.org/0000-0002-0078-9449 and Rajesh K. Yadav, E-mail rd100977@gmail.com; ORCID: https://orcid.org/0000-0002-5320-5259.

Abstract:  In the present work, we have synthesized sulfone-bridged tetraphenyl porphyrin, 2D polymer ‘P’ (C44H28N4OySx)n through a one-pot reaction of tetra(p-bromophenyl) porphyrin, S with sulfur powder in DMF. The polymer ‘P’ has been further reacted with erythrosine B for the fabrication of composite photocatalyst, C (C65H37N4NaOySx)n using donor– acceptor conjugation protocol. Herein, both compounds (P & C) have been well characterized by MAS 13C-NMR, XPS, IR, powder XRD, TGA, SEM-EDX, UV-Vis spectra, and Cyclic Voltammetry. Due to the low HOMO-LUMO band gap energy, the applicability of the composite photocatalyst (C, 2.1 eV) has been studied in terms of oxidation of sulfide to sulfoxide. The present work shows a promising route for the development of sulfone-bridged 2D porphyrin covalent organic framework (COF) and its composite photocatalyst as well as its usage in photocatalytic sulfoxidation reaction.

Keywords: COFs, sulfone, porphyrin, aerobic oxidation, photo-catalysis, sulfoxidation

DOI: 10.3233/MGC-240018

Journal: Main Group Chemistry, vol. 23, no. 3, pp. 347-360, 2024