Реферат: The reaction of [2.2]paracyclophane with nitrosonium tetrachloroaluminate was studied by NMR (H-1, C-13) spectroscopy using deuterium isotopic perturbation technique. The resulting cationic complexes containing one and two nitrosonium ions are involved in fast (on the NMR time scale) interconversion. Quantum-chemical calculations performed on the DFT level (using triple zeta basis set) indicate the higher stability of 2 eta single-charged pi-complexes relative to sigma complexes corresponding to the addition of NO+ ion at the ipso and ortho positions. The formation of the single-charged pi-complex is energetically more favorable, compared to the double-charged pi-complex. The affinity of NO+ for [2.2]paracyclophane is much greater than for p-xylene, presumably due to stacking interaction between the aromatic rings in the pi-complex.

Библиографическая ссылка: Borodkin G. , Elanov I. , Andreev R. , Shakirov M. , Shubin V.
Nitrosonium complexes of [2.2]paracyclophane
Russian Journal of Organic Chemistry. 2006. V.42. N3. P.406-411. DOI: 10.1134/S1070428006030122 WOS Scopus РИНЦ

Оригинальная версия: Бородкин Г.И. , Еланов И.Р. , Андреев Р.В. , Шакиров М.М. , Шубин В.Г.
Нитрозониевые комплексы [2.2]парациклофана
Журнал органической химии (RUSS J ORG CHEM+). 2006. Т.42. №3. С.418-423. РИНЦ

Даты:

Опубликована в печати:

1 мар. 2006 г.

Идентификаторы:

Web of science	WOS:000236723700012
Scopus	2-s2.0-33645798375
РИНЦ	13511445
OpenAlex	W2002582560

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