Related Experiment Video
Updated: Aug 13, 2026

Synthesis of Antiviral Tetrahydrocarbazole Derivatives by Photochemical and Acid-catalyzed C-H Functionalization via Intermediate Peroxides (CHIPS)
Published on: June 20, 2014
Peroxidase-catalyzed oxidative polymerization of bisphenols
Hiroshi Uyama1, Naoyuki Maruichi, Hiroyuki Tonami
1Department of Materials Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 606-8501, Japan.
Abstract:
Oxidative polymerization of bisphenolic monomers has been performed using peroxidase as catalyst in an aqueous organic solvent. Peroxidase induced the polymerization of an industrial product, bisphenol F, consisting of 2,2'-, 2,4'-, and 4,4'-dihydroxydiphenylmethanes. Under the selected conditions, the quantitative formation of the polymer was observed. Among the isomers, 2,4'- and 4,4'-dihydroxydiphenylmethanes were polymerized to give the polymer in high yields, whereas no polymerization of the 2,2'-isomer occurred. These data suggest that the radical transfer reaction between a phenoxy radical of the enzymatically polymerizable monomer and the enzymatically nonpolymerizable monomer frequently took place during the polymerization. Various 4,4'-dihydroxyphenyl compounds were also polymerized by peroxidase catalyst. The polymerization behaviors, and solubility and thermal properties of the resulting polymers strongly depended on the bridge structure as well as the enzyme origin. Polymers from dihydroxydiphenylmethanes showed relatively high thermal stability.
Related Concept Videos
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
Hydrolysis of Chlorobenzene to Phenol: Dow Process
Oxidation of Phenols to Quinones
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...

