Facile and High-Yielding Synthesis of TAM Biradicals and Monofunctional TAM Radicals

Facile and High-Yielding Synthesis of TAM Biradicals and Monofunctional TAM Radicals Научная публикация

Журнал

Synlett
ISSN: 0936-5214 , E-ISSN: 1437-2096

Вых. Данные

Год: 2016, Том: 27, Номер: 6, Страницы: 893-899 Страниц : 7 DOI: 10.1055/s-0035-1561299

Ключевые слова

free radicals; persistent triarylmethyls; TAM derivatives; spin labels; biradicals

Авторы

Trukhin Dmitry V. ^1,2 , Rogozhnikova Olga Yu. ^1,2 , Troitskaya Tatiana I. ¹ , Vasiliev Vladimir G. ¹ , Bowman Michael K. ³ , Tormyshev Victor M. ^1,2

Организации

1	(Данные Web of science) Novosibirsk Organ Chem Inst, 9 Academician Lavrentiev Ave, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Dept Nat Sci, 2 Pirogova St, Novosibirsk 630090, Russia
3	(Данные Web of science) Univ Alabama, Dept Chem, Box 870336, Tuscaloosa, AL 35487 USA

Facile and high-yielding procedures for the synthesis of monocarboxylic acid derivatives of triarylmethyl radicals (TAM) were developed. Reaction of methyl thioglycolate with tris(2,3,5,6-tetrathiaaryl)methyl cation smoothly afforded the monosubstituted TAM derivative, which was hydrolyzed to a monocarboxylic acid, with the TAM moiety attached to thioglycolic acid via the sulfur atom. Alternatively, the diamagnetic tricarboxylic acid precursor of Finland trityl was transformed to a trimethyl ester and partially hydrolyzed under controlled conditions. The diester product was isolated, and the remaining fractions were converted back into the trimethyl ester for production of more diester. The first representatives of TAM biradicals with different TAM cores and interspin distances were obtained by reaction of these new TAM monocaboxylic acids with N,N-dimethylethylenediamine.

Trukhin D.V. , Rogozhnikova O.Y. , Troitskaya T.I. , Vasiliev V.G. , Bowman M.K. , Tormyshev V.M.
Facile and High-Yielding Synthesis of TAM Biradicals and Monofunctional TAM Radicals

Synlett. 2016. V.27. N6. P.893-899. DOI: 10.1055/s-0035-1561299 WOS Scopus РИНЦ

Полный текст от издателя

Опубликована online:

23 дек. 2015 г.

Web of science	WOS:000372984600018
Scopus	2-s2.0-84962527105
РИНЦ	26984196
OpenAlex	W2269425272