title: MCD spectroscopy and TD-DFT calculations of low symmetry subnaphthalocyanine analogs.
abstract: Magnetic circular dichroism (MCD) spectroscopy and time-dependent density functional theory (TD-DFT) calculations are used to analyze the electronic structure and optical properties of low-symmetry subnaphthalocyanine analogs with AAB and ABB structures formed during mixed condensations of tetrafluorophthalonitrile and 2,3-naphthalenedicarbonitrile. The results demonstrate that trends observed in the properties of phthalocyanine analogs can be used to fine tune the optical properties so that the Q(0,0) bands lie in the red region, in a manner that does not significantly destabilize the highest occupied molecular orbital (HOMO) energy relative to that of the parent subphthalocyanine ligand. Attempts to study the spectroscopy of anion radical species proved unsuccessful, since they proved to be unstable.
authors: Department of Chemistry, Rhodes University, Grahamstown 6140, South Africa; Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan; Department of Chemistry, The University of Western Ontario, London, Ontario N6A 5B7, Canada.
authors: John
authors: J
authors: Mack
authors: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
authors: Tatsuya
authors: T
authors: Otaki
authors: Department of Chemistry, Buffalo State College, 1300 Elmwood Avenue, Buffalo, NY 14222-1095, United States.
authors: William S
authors: WS
authors: Durfee
authors: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan.
authors: Nagao
authors: N
authors: Kobayashi
authors: Department of Chemistry, The University of Western Ontario, London, Ontario N6A 5B7, Canada. Electronic address: martin.stillman@uwo.ca.
authors: Martin J
authors: MJ
authors: Stillman
mesh_terms: D001896:Boron Compounds / Q000737:chemistry*; D002232:Carbocyanines / Q000737:chemistry; D002942:Circular Dichroism; D007211:Indoles / Q000737:chemistry*; D060526:Magnetic Fields; D008958:Models, Molecular; D008968:Molecular Conformation; D011789:Quantum Theory
chemical_list: D001896:Boron Compounds; D002232:Carbocyanines; D007211:Indoles
keywords: MCD spectroscopy; Subphthalocyanines; TD-DFT calculations