We hereby report the synthesis, characterization and catalytic applications in the epoxidation of alkenes by a vanadyl porphyrin having bulky bromo substituents at the β-positions vanandyltetrabromotetraphenylporphyrin (1). The synthesized porphyrin was characterized by various spectroscopic techniques like UV-visible, FT-IR, EPR, MALDI-TOF mass spectrometry and single crystal X-ray analysis. Porphyrin 1 has a nonplanar structure as indicated by its X-ray structure, DFT and electrochemical studies. 1 was analyzed for its catalytic application in the epoxidation of various alkenes. The catalytic reactions were carried out in CHCN/HO mixture in 3 : 1 (v/v) ratio. 1 displayed good efficiency in terms of mild reaction conditions, lower reaction temperature and minimal catalyst amount consumption. 1 exhibited excellent selectivity, high conversion efficiency and huge TOF (7600-9800 h) in a significantly low reaction time of 0.5 h. Catalyst 1 was regenerated at the end of various catalytic cycles making it reusable and industrially important.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9062382 | PMC |
http://dx.doi.org/10.1039/c8ra09825e | DOI Listing |
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