Tuesday, 31 May 2022
West Ballroom B/C/D (Vancouver Convention Center)
The phenolic compounds are used in the industry, agriculture and biotechnology, and inevitably end up in our environment. These compounds may serve as a phenolic precursor to produce raw materials for a wide range of applications. The selective electrochemical oxidation of bulky phenols was recently achieved [1]. Herein, electrochemical oxidation of 2,6-diphenylphenol (DPP) was carried out and compared to traditional chemical oxidation. Contrasted with chemical oxidation, cyclic voltammetry resulted in a range of products based on the specific potential ranges used. The electrooxidation and chemical oxidation of DPP resulted in a solution colour change and the formation of new products monitored by UV-vis, and characterized by nuclear magnetic spectroscopy (NMR), X-ray single crystal diffraction, and gas chromatography-mass spectrometry (GC-MS). Our data indicate that the synthetic outcomes are dependent on the synthetic methodology employed, and that electrooxidation may yield products which are not always possible by chemical means.
References
[1] Zabik, N. L.; Virca, C. N.; McCormick, T. M.; Martic-Milne, S. Selective Electrochemical versus Chemical Oxidation of Bulky Phenol. J. Phys. Chem. B 2016, 120 (34), 8914–8924. https://doi.org/10.1021/acs.jpcb.6b06135.