Experimental and DFT investigation of structure and IR spectra of H-bonded associates of p-(3-carboxy-1-adamantyl)thiacalix[4]arene

Furer, V.L.; Potapova, L.I.; Chachkov, D.V.; Vatsouro, I.M.; Kovalev, V.V.; Shokova, E.A.; Kovalenko, V.I.

Авторы: Furer V.L., Potapova L.I., Chachkov D.V., Vatsouro I.M., Kovalev V.V., Shokova E.A., Kovalenko V.I.
Журнал: Journal of Molecular Modeling
Том: 27
Номер: 5
Год издания: 2021
Издательство: Springer Verlag
Местоположение издательства: Germany
Номер статьи: 135
DOI: 10.1007/s00894-021-04766-5
Аннотация: The IR spectra of p-(3-carboxy-1-adamantyl)thiacalix[4]arene (1-AdCOOHTC4A) have been studied. IR spectra of crystalline 1-AdCOOHTC4A obtained at room temperature or upon heating to 250 °C or its dilute solutions lack bands of free hydroxyl groups. The frequency of hydroxyl groups at 3377 cm−1 indicates the formation of an intramolecular H-bond along the lower rim of the 1-AdCOOHTC4A molecule. On the top edge of thiacalixarene, the carboxyl groups form dimeric or cyclic tetrameric complexes via intermolecular H-bonds. The conformation of the cone persists, but there is a mutual influence of H-bonds along the upper and lower rims of the thiacalix[4]arene molecule. The structure with dimer H-bonds between carboxyl groups is 31.9 KJ/mol less preferable than the conformation with tetramer cyclic H-bonds for 1-AdCOOHTC4A. Comparison of the absorption band of νOH alcohol hydroxyl groups in the IR spectra of 1-AdCOOHTC4A at 3377 cm−1, with the corresponding band of 1-AdTC4A at 3372 cm−1, suggests that the presence of the second system of H-bonds of carboxyl groups in the first molecule does not affect the H-bond of alcohol hydroxyl groups.
Добавил в систему: Ковалев Владимир Васильевич

	ИСТИНА	Войти в систему Регистрация
	ИПМех РАН
	Главная Поиск Статистика О проекте Помощь

ИСТИНА

ИПМех РАН

Experimental and DFT investigation of structure and IR spectra of H-bonded associates of p-(3-carboxy-1-adamantyl)thiacalix[4]areneстатья