title: Tetraphenylhexaazaanthracenes: 16π Weakly Antiaromatic Species with Singlet Ground States.
abstract: Tetraphenylhexaazaanthracene, TPHA-1, is a fluorescent zwitterionic biscyanine with a closed-shell singlet ground state. TPHA-1 overcomes its weak 16π antiaromaticity by partitioning its π system into 6π positive and 10π negative cyanines. The synthesis of TPHA-1 is low yielding and accompanied by two analogous TPHA isomers: the deep red, non-charge-separated, quinoidal TPHA-2, and the deep green TPHA-3 that partitions into two equal but oppositely charged 8π cyanines. The three TPHA isomers are compared.
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Christos P
authors.initials: CP
authors.lastname: Constantinides
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Georgia A
authors.initials: GA
authors.lastname: Zissimou
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Andrey A
authors.initials: AA
authors.lastname: Berezin
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Theodosia A
authors.initials: TA
authors.lastname: Ioannou
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Maria
authors.initials: M
authors.lastname: Manoli
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Demetra
authors.initials: D
authors.lastname: Tsokkou
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Eleni
authors.initials: E
authors.lastname: Theodorou
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Sophia C
authors.initials: SC
authors.lastname: Hayes
authors.affiliation: Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus.
authors.forename: Panayiotis A
authors.initials: PA
authors.lastname: Koutentis