Triarylmethanols with Bulky Aryl Groups and the NOESY/EXSY Experimental Observation of a Two-Ring-Flip Mechanism for the Helicity Reversal of Molecular Propellers

Triarylmethanols with Bulky Aryl Groups and the NOESY/EXSY Experimental Observation of a Two-Ring-Flip Mechanism for the Helicity Reversal of Molecular Propellers Научная публикация

Журнал

European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690

Вых. Данные

Год: 2012, Том: 2012, Номер: 3, Страницы: 623-629 Страниц : DOI: 10.1002/ejoc.201101243

Ключевые слова

Isomerization; Chirality; NMR spectroscopy; 2D NOESY/EXSY; Epimerization mechanism; Activation parameters

Авторы

Tormyshev Victor M. ^1,2 , Genaev Alexander M. ¹ , Sal'nikov Georgy E. ¹ , Rogozhnikova Olga Yu ¹ , Troitskaya Tatiana I. ¹ , Trukhin Dmitry V. ¹ , Mamatyuk Victor I. ¹ , Fadeev Dmitry S. ¹ , Halpern Howard J. ³

Организации

1	(Данные Web of science) Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Dept Nat Sci, Novosibirsk 630090, Russia
3	(Данные Web of science) Univ Chicago, Dept Radiat & Cellular Oncol, Ctr EPR Imaging Vivo Physiol, Chicago, IL 60637 USA

Triarylmethanols - the direct precursors of persistent trityl radicals - are racemic mixtures of chiral three-bladed molecular propellers. Depending on the bulkiness of the aryl groups, they exhibit various tendencies to interconvert, and the half-life of room-temperature racemization varies between 8.4 h and 1.32 years. NOESY/EXSY experiments performed on two representative models strongly support the two-ring flip mechanism for the configurational interchange.

Tormyshev V.M. , Genaev A.M. , Sal'nikov G.E. , Rogozhnikova O.Y. , Troitskaya T.I. , Trukhin D.V. , Mamatyuk V.I. , Fadeev D.S. , Halpern H.J.
Triarylmethanols with Bulky Aryl Groups and the NOESY/EXSY Experimental Observation of a Two-Ring-Flip Mechanism for the Helicity Reversal of Molecular Propellers

European Journal of Organic Chemistry. 2012. V.2012. N3. P.623-629. DOI: 10.1002/ejoc.201101243 WOS Scopus РИНЦ

Полный текст от издателя

Опубликована online:	28 нояб. 2011 г.
Опубликована в печати:	1 янв. 2012 г.

Web of science	WOS:000299295700023
Scopus	2-s2.0-84855973757
РИНЦ	17974071
OpenAlex	W2152271914