74090-75-8Relevant academic research and scientific papers
Synthesis, characterization and electrochemistry of the novel metalloporphyrazines annulated with tetrathiafulvalene having pentoxycarbonyl substituents
Leng, Fengshou,Hou, Ruibin,Jin, Longyi,Yin, Bingzhu,Xiong, Ren-Gen
, p. 108 - 114 (2010)
Three novel tetrathiafulvalene-annulated metalloporphyrazines with electron-withdrawing pentoxycarbonyl groups at the periphery were synthesized via the cyclotetramerization of dipentyl 6,7-dicyanotetrathiafulvalen-2,3- dicarboxylate in the presence of corresponding metal salts (Zn(OAc) 2·2H2O, Cu(OAc)2·2H2O, and NiCl2) and in pentanol. Molecular structures were fully characterized by 1H NMR, FT-IR, UV-vis, MALDI-TOF mass spectra and elemental analysis. These newly synthesized macrocyclic dyes were sufficiently stable in air during the purification process and also in further experiments. Electron-withdrawing substituents reduced the ability of tetrathiafulvalene groups to form radical cations. Solution electrochemical data showed one reductive and three oxidative processes within a -2000 mV to +2200 mV potential window. The four couples observed were assigned to Pz-2/Pz -3 (I), TTF+?/TTF (II), TTF+2/TTF +? (III) and Pz-1/Pz-2 (IV).
