Study of the Electrochemical Behavior of Merocyanine and Merocarbocyanine Salts and Their Transformation into Π-Electron Donor Molecules, Namely Tetrathiatetraazafulvalenes

Manel Khiat (Laboratory of Organic Synthesis, Physico-Chemistry, Biomolecules and Environment (LSPBE), Department of Chemical Engineering, Faculty of Chemistry, University of Sciences and Technology of Oran “Mohamed Boudiaf”- USTOMB, El Mnaouar، BP 1505, Bir El D)
Fatima-Zohra Zradni (Laboratory of Organic Synthesis, Physico-Chemistry, Biomolecules and Environment (LSPBE), Department of Chemical Engineering, Faculty of Chemistry, University of Sciences and Technology of Oran “Mohamed Boudiaf”- USTOMB, El Mnaouar، BP 1505, Bir El D)
Souad Kasmi-Mir (Faculty of Science, Department of Chemistry, Saad Dahlab University Blida 1, 9000 Blida, Algeria)
Alejandro Baeza (Institute of Organic Synthesis (ISO), Faculty of Sciences, University of Alicante Carretera of San Vicente del Raspeig, s/n, 03690 Alicante, Spain)

Indonesian Journal of Chemistry
Vol 21, No 2 (2021)

An electrochemical study using the cyclic voltammetry method was carried out on some previously prepared merocyanines salts, namely thiazolideniumsulfonate salts 5a-b, and thiazolidenium chloride salts 6a-b, and merocarbocyanines salts, namely alkylidenthiazolidenium sulfonate salt 5c, and alkylidenthiazolidenium chloride salt 6c. These salts are transformed by dimerization in situ in a voltammetric cell into tetrathiatetraazafulvalenes (TTTAFs) 7a-b, 7’a-b, 8c, and 8'c supposed to be π-electron donor molecules due to the existing conjugation in their structure. The structure of all new chemically synthesized molecules was confirmed by IR, 1H-NMR, 13C-NMR, and MS. The transformation of salts into TTTAF was confirmed by a reversible voltammogram curve and the variation of observed potentials.