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Pyrene-fused pyrazaacenes with eight rectilinearly arranged aromatic rings

Wang, Chuan Zeng; Feng, Xing; Elsegood, Mark R.J.; Warwick, Thomas G.; Teat, Simon J.; Redshaw, Carl; Bi, Yu Sui; Yamato, Takehiko


Chuan Zeng Wang

Xing Feng

Mark R.J. Elsegood

Thomas G. Warwick

Simon J. Teat

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Professor Carl Redshaw
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry

Yu Sui Bi

Takehiko Yamato


A series of pyrene-fused azaacene-type conjugated molecules containing two pyrazine units and up to eight rectilinearly arranged aromatic rings were prepared by condensation coupling reactions in moderate yields. The geometries and electronic structures associated with 2 and 5 were evaluated by DFT calculations. Photophysical properties indicated that these systems possess delocalized structures, and their optoelectronic properties can be tuned by extending the π-conjugated length and introducing electronic-withdrawing groups. The compounds were thoroughly investigated by XRD studies, electrochemistry and DFT calculations. High thermal stability and tunable energy levels make them excellent candidates as a class of organic molecular materials.


Wang, C. Z., Feng, X., Elsegood, M. R., Warwick, T. G., Teat, S. J., Redshaw, C., …Yamato, T. (2019). Pyrene-fused pyrazaacenes with eight rectilinearly arranged aromatic rings. Asian journal of organic chemistry an ACES journal, 8(1), 155-160.

Journal Article Type Article
Acceptance Date Nov 8, 2018
Online Publication Date Nov 15, 2018
Publication Date 2019-01
Deposit Date Dec 30, 2018
Publicly Available Date Nov 16, 2019
Journal Asian Journal of Organic Chemistry
Print ISSN 2193-5807
Publisher Wiley-VCH Verlag
Peer Reviewed Peer Reviewed
Volume 8
Issue 1
Pages 155-160
Keywords Pyrenes; Azaacenes; Density functional calculations; Conjugation; Photoelectric properties
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