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Paper | Regular issue | Vol 104, No. 4, 2022, pp.689-706
Published online, 20th January, 2022
DOI: 10.3987/COM-21-14589
Chemical Modifications of N,N-Dimethylalkylamino-Substituted 2-Chlorophenothiazine and Their Electrochemical Behavior

Hideki Hayashi,* Tadashi Ogawa, and Take-aki Koizumi

*Organic Materials Laboratory, Nagoya Municipal Industrial Research Institute, 3-4-41, Rokuban, Atsuta-ku, Nagoya 456-0058, Japan

Abstract

The effects of the introduction of Cl to promazine and its oxide analogue were investigated. Cyclic voltammetry (CV) of Cl-substituted promazine derivatives (chlorpromazine (ClProm) and chlorpromazine-S-oxide (ClProm-O)) showed a negative oxidation and reduction potential compared to non-substituted promazine derivatives, whereas their optical properties were not affected by Cl. The Ni-promoted coupling reaction of ClProm and ClProm-O afforded phenothiazine dimers. It was observed that optical and electrochemical properties were affected by dimerization.