Download file (11.7MB)
Download as zip (10.3MB)

コレクション

引用

説明:

Pyrazinacenes are linearly fused heteroaromatic rings, with N atoms replacing all apical CH moieties. Component rings may exist in a reduced state, having NH groups instead of N, causing cross-conjugation. These compounds have interesting optical and electronic properties, including strong fluorescence in the near-infrared region and photocatalytic properties, leading to diverse possible applications in bio-imaging and organic synthesis, as well as obvious molecular electronic uses. In this study, we investigated the behavior of seven-ring pyrazinacene 2,3,11,12-tetraphenyl-7,16-dihydro-1,4,5,6,7,8,9,12,13,14,15,16,17,18-tetradecaazaheptacene (Ph4H2N14HEPT), with an emphasis on protic processes, including oxidation, tautomerism, deprotonation, and protonation, and the species resulting from those processes. We used computational methods to optimize the structures of the different species and generate/compare molecular orbital structures. The aromaticity of the species generated by the different processes was assessed using the nucleus-independent chemical shifts, and trends in the values were associated with the different transformations of the pyrazinacene core. The computational data were compared with experimental data obtained from synthetic samples of the molecule tBu8Ph4H2N14HEPT.

権利情報:

• Creative Commons BY Attribution 4.0 International
  

キーワード: pyrazinacene; acene; N-heteroacene; azaacene; tautomerization

刊行年月日: 2024-05-20

出版者: MDPI AG

掲載誌:

• Molecules (ISSN: 14203049) vol. 29 issue. 10 2407

研究助成金:

• GENCI A0050807367

原稿種別: 出版者版 (Version of record)

MDR DOI:

公開URL: https://doi.org/10.3390/molecules29102407

関連資料:

その他の識別子:

連絡先:

更新時刻: 2024-11-13 16:30:41 +0900

MDRでの公開時刻: 2024-11-13 16:30:41 +0900