Preparation and redox properties of N,N,N-1,3,5-trialkylated flavin derivatives and their activity as redox catalysts.
Eight different flavin derivatives have been synthesized and the electronic effects of substituents in various positions on the flavin redox chemistry were investigated. The redox potentials of the flavins, determined by cyclic voltammetry, correlated with their efficiency as catalysts in the H2O2 oxidation of methyl p-tolyl sulfide. Introduction of electron-withdrawing groups increased the stability of the reduced catalyst precursor.
Lindén
Auri A
AA
Department of Organic Chemistry, Stockholm University, 106 91 Stockholm, Sweden.
Hermanns
Nina
N
Ott
Sascha
S
Krüger
Lars
L
Bäckvall
Jan-E
JE
D000478:Alkylation; D002384:Catalysis; D004563:Electrochemistry; D005415:Flavins / Q000737:chemistry*; D007700:Kinetics; D008958:Models, Molecular; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D013440:Sulfides / Q000737:chemistry
D005415:Flavins; D013440:Sulfides