Tetraphenylhexaazaanthracenes: 16蟺 Weakly Antiaromatic Species with Singlet Ground States
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- 作者：Christos P. Constantinides ; Georgia A. Zissimou ; Andrey A. Berezin ; Theodosia A. Ioannou ; Maria Manoli ; Demetra Tsokkou ; Eleni Theodorou ; Sophia C. Hayes ; Panayiotis A. Koutentis
- 刊名：Organic Letters
- 出版年：2015
- 出版时间：August 21, 2015
- 年：2015
- 卷：17
- 期：16
- 页码：4026-4029
- 全文大小：344K
- ISSN：1523-7052
文摘
Tetraphenylhexaazaanthracene, TPHA-1, is a fluorescent zwitterionic biscyanine with a closed-shell singlet ground state. TPHA-1 overcomes its weak 16蟺 antiaromaticity by partitioning its 蟺 system into 6蟺 positive and 10蟺 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 8蟺 cyanines. The three TPHA isomers are compared.