title: 1,4,8,11,15,18,22,25-Alkylsulfanyl phthalocyanines: effect of macrocycle distortion on spectroscopic and packing properties.
abstract: The effect of phthalocyanine macrocycle distortion on its spectroscopic and packing properties is studied, by comparing two phthalocyanines octa-non-peripherally substituted by alkanethiols of different bulkiness (n-hexyl and tert-butyl). Their X-ray structures evidence their core shape, respectively planar and strongly distorted, inducing a 55 nm shift of their maximum absorption wavelength. Comparison of frontier orbital energies revealed that this distortion decreases the conjugation potency of the benzo rings to the central pyrrolic rings. Also the tert-butyl derivative presents a MOF-like porous crystalline assembly with 22.2% void.
authors.affiliation: Department of Chemistry, Gebze Technical University, P.O. Box 141, Gebze, 41400 Kocaeli, Turkey. fdumoulin@gtu.edu.tr.
authors.forename: Yunus
authors.initials: Y
authors.lastname: Zorlu
authors.forename: Ufuk
authors.initials: U
authors.lastname: Kumru
authors.forename: Ümit
authors.initials: Ü
authors.lastname: İşci
authors.forename: Burcin
authors.initials: B
authors.lastname: Divrik
authors.forename: Erwann
authors.initials: E
authors.lastname: Jeanneau
authors.forename: Florian
authors.initials: F
authors.lastname: Albrieux
authors.forename: Yavuz
authors.initials: Y
authors.lastname: Dede
authors.forename: Vefa
authors.initials: V
authors.lastname: Ahsen
authors.forename: Fabienne
authors.initials: F
authors.lastname: Dumoulin