Phthalocyanines Containing Macrocycles

Synthesis, electrochemistry and in situ spectroelectrochemistry of water-soluble phthalocyanines

“…Up to now, the successful separation of these four isomers with common column chromatography or by recrystallization has not been reported. No attempt has been made to separate the isomers of 1-4; these bulky substituents are expected to be efficient in hindering the aggregation of macrocyclic products [14][15][16][17][18][19][20][21][24][25][26][27]. The green or blue products were extremely soluble in various solvents such as chloroform, DCM, THF, DMF and DMSO.…”

“…Electronic spectra are especially fruitful to establish the structure of the phthalocyanines. The phthalocyanines exhibit typical electronic spectra with two strong absorption regions, one of them is in the UV region at about 300-350 nm (B-band) and the other one is in the visible region at 600-700 nm (Q-band), both correlate to p-p* transitions [14][15][16][17][18][19][20][21]. The UV-Vis spectra of the phthalocyanines were highly solvent-and concentration-dependent.…”

“…Adding functional groups on the periphery that increase the distance between the 18-p electron-conjugated systems of Pcs enhances the solubility of these compounds [14][15][16][17][18][19][20][21]. The size and the nature of the substituents are not the only criteria for the solubility of the substituted phthalocyanines; the change in symmetry caused by these groups on the periphery is also important.…”

Protonation and Coordinative Properties of 14-Membered Tetraaza Macrocycles Linked to Phthalocyanines

“…The synthesis of 2,5,8,11-tetrakis-(p-tolylsulfonyl)-1,2,3,4,5,6,7,9,10,11,12-dodecahydrobenzo [1] [1,4,7,10]tetraazacyclotetradecine as its 14,15-dibromo derivative and the Cu(II) phthalocyanine derived from it was accomplished as described previously [11,16]. The detosylated derivatives of these two compounds, denoted as L and Pc, were used as ligands in the present work ( Fig.…”

“…During the last decade we have reported a number of phthalocyanines, the molecular structures of which may be thought of as a phthalocyanine core with four peripherally fused macrocyclic rings [7]. The macrocyclic groups have been crown ethers [8,9], monoaza crown ethers [10], tetraaza [11], diazatrioxa [12], diazadioxa [13], or tetrathia macrocycles [14].…”