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Article type: Research Article
Authors: Sandhu, Navjota | Madaan, Simrana | Pandey, Satish K.b | Singh, Amritpalc | Kumar, Kamleshd | Yadav, Rajesh K.e | Shrivastava, Rahulf | Singh, Atul P.a; *
Affiliations: [a] Department of Chemistry, Chandigarh University, Gharuan, Mohali, Punjab, India | [b] Department of Biotechnology, School of Life Sciences, Mizoram University (Central University) Aizawl, India | [c] Department of Chemistry, Shoolini University, Solan, India | [d] CSIR-Central Scientific Instruments Organisation, Sector-30, Chandigarh, India | [e] Department of Applied Science (Chemistry), Madan Mohan Malaviya University of Technology, Gorakhpur, U.P., India | [f] Department of Chemistry, Manipal University Jaipur, Jaipur, India
Correspondence: [*] Corresponding author: Atul P. Singh, Department of Chemistry, Chandigarh University, Gharuan, Mohali, Punjab, India. Tel.: +91 7011194092; E-mail: atulpiitd@gmail.com.; ORCID: https://orcid.org/0000-0002-0078-9449?lang=en
Abstract: The alkylating as well as alkoxylating behavior of dialkyl sulfites are well presented in the literature. In the present work dialkyl sulphites behavior has been investigated towards EOSIN Y (tetrabrominated fluorescein). The products of the reactions (dialkylated eosin Y) reveal that alkylation takes place at the both active sites (at hydroxyl and carboxyl functionalities) in a single step through sulphur-centred Arbuzov type rearrangement. Density functional theory (DFT) has been used as a tool to analyze the role of the halogen groups present at the periphery of the xanthene moiety in alkylation at hydroxyl and carboxy positions of EOSIN Y. Furthermore, in photo-physical study, it was observed that compound C acts as a superoxide sensor specifically with the detection limit 63μM. Its anti-microbial activity was checked against the E. coli and S-aureus using the agar well diffusion assay and, it was observed that it could be used as better antimicrobial agent.
Keywords: Arbuzov rearrangement, alkylation, dialkyl sulfites, eosin y, superoxide sensor, anti-microbial
DOI: 10.3233/MGC-210068
Journal: Main Group Chemistry, vol. 20, no. 4, pp. 623-632, 2021
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