Tetraphenylhexaazaanthracenes: 16π Weakly Antiaromatic Species with Singlet Ground States
ΣυγγραφέαςConstantinides, Christos P.
Zissimou, Georgia A.
Berezin, Andrey A.
Ioannou, Theodosia A.
Hayes, Sophia C.
Koutentis, Panayiotis Andreas
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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. © 2015 American Chemical Society.