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Positional Effects of Annelated Pyrazine Rings on Structure and Stability of Hydrogen-Bonded Frameworks of Hexaazatrinaphthylene Derivatives
| Title: | Positional Effects of Annelated Pyrazine Rings on Structure and Stability of Hydrogen-Bonded Frameworks of Hexaazatrinaphthylene Derivatives |
| Authors: | Hisaki, Ichiro Browse this author →KAKEN DB | | Ji, Qin Browse this author | | Takahashi, Kiyonori Browse this author →KAKEN DB | | Tohnai, Norimitsu Browse this author →KAKEN DB | | Nakamura, Takayoshi Browse this author →KAKEN DB |
| Issue Date: | 6-May-2020 |
| Publisher: | American Chemical Society |
| Journal Title: | Crystal growth & design |
| Volume: | 20 |
| Issue: | 5 |
| Start Page: | 3190 |
| End Page: | 3198 |
| Publisher DOI: | 10.1021/acs.cgd.0c00055 |
| Abstract: | A porous hydrogen-bonded organic framework (HOF) composed of N-hetero pi-conjugated molecules (N pi-HOF) is a promising candidate for multifunctional porous materials. However, such HOFs are still limited and only a handful of examples have been reported. In this study, we investigated the positional effects of annelated pyrazine rings on the structure and stability of N pi-HOFs to establish a design principle for N pi-HOFs. A new isomer of hexaazatrinaphthylene (CPBTQ) was synthesized and subjected to N pi-HOF construction, activation, and an evaluation of stability and permanent porosity. A comparison between two kinds of N pi-HOFs composed of isomers (CPBTQ and CPHATN) possessing three pyrazine rings annelated at different positions indicates that the positional difference of the pyrazine rings strongly affects the conformation of the peripheral phenylene groups, which then leads to different structures and stabilities of the N pi-HOFs. The activated N pi-HOF composed of CPBTQ (CPBTQ-1a) is revealed to exhibit a Brunauer-Emmett-Teller surface area of 471 m(2) g(-1) and shows HCl responsiveness thanks to the basic pyrazine rings annelated to the triphenylene core. We believe that the present results can contribute not only to the construction of multifunctional porous materials but also to the chemistry of heteroaromatic compounds. |
| Rights: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Crystal Growth & Design, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/acs.cgd.0c00055 . |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/81208 |
| Appears in Collections: | 電子科学研究所 (Research Institute for Electronic Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 久木 一朗
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