Activated Sterically Strained C=N Bond in N-Substituted p-Quinone Mono- and Diimines: XVI. Structural Characteristics
- Авторы: Avdeenko A.P.1, Konovalova S.A.1, Shishkina S.V.2,3
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Учреждения:
- Donbass State Engineering Academy
- Institute for Single Crystals
- Karazin Kharkiv National University
- Выпуск: Том 54, № 1 (2018)
- Страницы: 62-77
- Раздел: Article
- URL: https://bakhtiniada.ru/1070-4280/article/view/217135
- DOI: https://doi.org/10.1134/S1070428018010050
- ID: 217135
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Аннотация
N-Substituted 1,4-quinone imines with an activated sterically hindered C=N bond characteristically react with nucleophiles via 1,2-addition to that bond with formation of quinolide compounds. The C=N–X bond angle in these quinone imines ranges from 130 to 145°, the upper limit being defined by their thermodynamic stability. According to the X-ray diffraction data, the real C=N–X can be smaller than 130°C, but in this case considerable deviations of the nitrogen atom and substituent attached thereto from the mean-square plane of the quinoid ring and twisting of the C=N bond are observed.
Об авторах
A. Avdeenko
Donbass State Engineering Academy
Автор, ответственный за переписку.
Email: chimist@dgma.donetsk.ua
Украина, ul. Akademicheskaya 72, Kramatorsk-13, 84313
S. Konovalova
Donbass State Engineering Academy
Email: chimist@dgma.donetsk.ua
Украина, ul. Akademicheskaya 72, Kramatorsk-13, 84313
S. Shishkina
Institute for Single Crystals; Karazin Kharkiv National University
Email: chimist@dgma.donetsk.ua
Украина, pr. Lenina 60, Kharkiv, 61001; pl. Svobody 4, Kharkiv, 61022
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