Pyrene-Fused Pyrazaacenes with Eight Rectilinearly Arranged Aromatic Rings
Abstract
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.
- Authors:
-
[3];
[5];
[7]
- Shandong Univ. of Technology, Zibo (China); Saga Univ. (Japan)
- Guangdong Univ. of Technology (China)
- Loughborough Univ., Loughborough (United Kingdom)
- Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
- Univ. of Hull, Yorkshire (United Kingdom)
- Shandong Univ. of Technology, Zibo (China)
- Saga Univ. (Japan)
- Publication Date:
- Research Org.:
- Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1579332
- Grant/Contract Number:
- AC02-05CH11231
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Asian Journal of Organic Chemistry
- Additional Journal Information:
- Journal Volume: 8; Journal Issue: 1; Journal ID: ISSN 2193-5807
- Publisher:
- Wiley, Asian Chemical Editorial Society
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Wang, Chuan-Zeng, Feng, Xing, Elsegood, Mark R. J., Warwick, Thomas G., Teat, Simon J., Redshaw, Carl, Bi, Yu-Sui, and Yamato, Takehiko. Pyrene-Fused Pyrazaacenes with Eight Rectilinearly Arranged Aromatic Rings. United States: N. p., 2018.
Web. doi:10.1002/ajoc.201800608.
Wang, Chuan-Zeng, Feng, Xing, Elsegood, Mark R. J., Warwick, Thomas G., Teat, Simon J., Redshaw, Carl, Bi, Yu-Sui, & Yamato, Takehiko. Pyrene-Fused Pyrazaacenes with Eight Rectilinearly Arranged Aromatic Rings. United States. https://doi.org/10.1002/ajoc.201800608
Wang, Chuan-Zeng, Feng, Xing, Elsegood, Mark R. J., Warwick, Thomas G., Teat, Simon J., Redshaw, Carl, Bi, Yu-Sui, and Yamato, Takehiko. Thu .
"Pyrene-Fused Pyrazaacenes with Eight Rectilinearly Arranged Aromatic Rings". United States. https://doi.org/10.1002/ajoc.201800608. https://www.osti.gov/servlets/purl/1579332.
@article{osti_1579332,
title = {Pyrene-Fused Pyrazaacenes with Eight Rectilinearly Arranged Aromatic Rings},
author = {Wang, Chuan-Zeng and Feng, Xing and Elsegood, Mark R. J. and Warwick, Thomas G. and Teat, Simon J. and Redshaw, Carl and Bi, Yu-Sui and Yamato, Takehiko},
abstractNote = {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.},
doi = {10.1002/ajoc.201800608},
journal = {Asian Journal of Organic Chemistry},
number = 1,
volume = 8,
place = {United States},
year = {Thu Nov 15 00:00:00 EST 2018},
month = {Thu Nov 15 00:00:00 EST 2018}
}
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