5464-91-5Relevant articles and documents
Thermal and Photochemical Reactions of 10-Mehtyl-9-phenylacridinium Chloride in Alcohols
Zhou, Bin,Kano, Koji,Hashimoto, Shizunobu
, p. 1633 - 1640 (1988)
The photoreduction of 10-methyl-9-phenylacridinium chloride in methanol containing K2CO3 involves the nucleophilic addition of methanol to the 9-position of the acridinium cation, the photoinduced heterolysis of the methanol adduct, and the hydride transf
Electrochemistry of the 9-phenyl-10-methyl-acridan/acridinium redox system; a high-potential NADH/NAD+ analogue
Koper, N. W.,Jonker, S. A.,Verhoeven, J. W.,Dijk, C. van
, p. 296 - 301 (2007/10/02)
Cyclic voltammetry and preparative controlled potential electrolysis show that the 9-phenyl-10-methyl-acridinium/acridan (AcPh+/AcPhH) redox couple can be cycled electrochemically between the oxidized (AcPh+) and reduced states (AcPhH) without any apparent side-reaction.The 9-phenyl-10-methyl-acridanyl radical (AcPh*) was identified as a first intermediate in the electrochemical reduction of AcPh+ by cyclic voltammetry as well as by electronic absorption and ESR spectroscopy.In contrast to other acridanyl and related dihydropyridyl radicals, AcPh* shows no tendency to undergo dimerization.In aprotic media, AcPh. is shown to undergo a second reversible one-electron reduction to yield AcPh-, which is, even in these media readily protonated to give AcPhH.The stability of these intermediates seems to be the major factor responsible for the clean electrochemical interconversion of the AcPh+/AcPhH redox couple.The implementation of this redox couple as part of photo-electrochemical energy conversion systems is discussed.