Novel Nonmetalated Hydrophobic and Metalated Phthalocyanines Bearing Pyridine-2-Thiol and 2,4,6-Trimethylphenylamine Substituents: Synthesis, Spectroscopic, Aggregation and Thermal Properties

Abstract

Novel metal-free and metallo-phthalocyanines, with different substituents at peripheral positions, have been synthesised by cyclotetramerisation of 4- (2,4,6-trimethylphenylamino) phthalonitrile and 4-(pyridine-2-ylsulfanyl)phthalonitrile in the presence of the corresponding divalent metal salts [Zn(II), Cu(II), Co(II) and Ni(II)]. Quaternisation of the metallophthalocyanine functionality produced quaternised cationic Zn, Cu, Ni and Co phthalocyanines, which are soluble in DMF, H 2 O and DMSO. The aggregation behaviour of these compounds was investigated in different concentrations of DMSO. Their thermal stability and electronic stability are reported.

The windmill, the dragon, and the frog: geometry control over the spectral, magnetic, and electrochemical properties of cobalt phthalocyanine regioisomers

“…Zn, Ni, Co, NMR measurements for the Co complex are not performed. 22,23,[46][47][48][49][50][51][52][53] Still, there are 32 articles in which NMR measurements for the CoPcs were carried out. On examination of the published data, one finds that in some of these publications only lists of chemical shifts are given; in cases when the experimental spectra are shown, the resolution is poor.…”

“…There were fast perturbations within roughly 200 fs which were attributed to instrument artifacts (e.g. pump-probe interference 22,23,[46][47][48][49][50][51][52][53] ) and possibly excited state thermalization, however the rest of response can be fitted globally to biexponential decay model. The first time constant was around 1 ps and the second around 10 ps for all three compounds in toluene.…”

One-pot three-component Biginelli-type reaction to synthesize 3,4-dihydropyrimidine-2-(1H)-ones catalyzed by Co phthalocyanines: Synthesis, characterization, aggregation behavior and antibacterial activity

“…As a continuation of our work [36,37], we report here firstly the synthesis and characterization of a new peripherally functionalized phthalonitrile 1,2 and Co metallophthalocyanines 3,4 and their quaternized derivatives 5,6 which contain different substituents groups on peripheral positions in the phthalocyanine framework. Secondly we report a facile and efficient multicomponent reaction route towards the synthesis of such multifunctionalized 3.4-dihydropyrimidin-2-ones by using methalophthalocyanines 3 as a catalyst.…”