- Turkish Journal of Chemistry
- Vol: 38 Issue: 6
- TD-DFT calculations and MCD spectroscopy of porphyrin and phthalocyanine analogues: rational design ...
TD-DFT calculations and MCD spectroscopy of porphyrin and phthalocyanine analogues: rational design of photosensitizers for PDT and NIR region sensor applications
Authors : John Mack, Martijn Wildervanck, Tebello Nyokong
Pages : 1013-1026
Doi:10.3906/kim-1406-32
View : 11 | Download : 4
Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :Geometry optimizations and TD-DFT calculations have been carried out on series of fused-ring-expanded phthalonitriles, phthalocyanines, and aza-dipyrromethene boron difluoride (aza-BODIPY) dyes and trends in their optical and redox properties have been analyzed. The potential utility of fused-ring-expanded phthalocyanine and aza-BODIPY analogues for photodynamic therapy and near infrared region sensor applications is assessed on this basis. Recent attempts to prepare fused-ring-expanded aza-BODIPY analogues with benzene, pyrazine, and naphthalene rings have demonstrated that the properties of aza-BODIPYs vary markedly when different fused ring systems are added to the b-carbons of the pyrrole rings. A comparison of the TD-DFT calculations demonstrates that, as has previously been postulated, trends in the optical spectra, redox properties, and electronic structures of aza-BODIPYs follow those observed for the phthalonitrile precursors and the analogous phthalocyanines despite the absence of a fully conjugated macrocyclic perimeter that obeys Hückel's rule.Keywords : TD-DFT calculations, phthalocyanines, aza-BODIPYs