The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R

The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R Научная публикация

Журнал

Monatshefte für Chemie Chemical Monthly
ISSN: 0026-9247 , E-ISSN: 1434-4475

Вых. Данные

Год: 2019, Том: 150, Номер: 8, Страницы: 1523-1531 Страниц : 9 DOI: 10.1007/s00706-019-02476-6

Ключевые слова

Main group compounds; NMR spectroscopy; Transmetallation; Organometallic compounds

Авторы

Bardin Vadim V. ¹ , Adonin Nicolay Yu. ^2,3

Организации

1	(Данные Web of science) RAS, SB, NN Vorozhtsov Novosibirsk Inst Organ Chem, Acad Lavrentev Ave 9, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, Pirogova Str 2, Novosibirsk 630090, Russia
3	(Данные Web of science) RAS, SB, GK Boreskov Inst Catalysis, Acad Lavrentev Ave 5, Novosibirsk 630090, Russia

In search of convenient preparations of C6F5BX2 (X=Cl, Br), reactions of C6F5HgR (R=C6F5, C6H5, C2H5, Br and Cl) with BX3 were studied. Under the action of BCl3 the order of the C-Hg bond cleavage is C6F5Hg-C6H5>C6F5-HgC2H5>C6F5-HgC6F5>>C6F5-HgCl. With more reactive BBr3 the sequence is C6F5Hg-C6H5>C6F5-HgC2H5 similar to C6F5Hg-C2H5>C6F5-HgC6F5 >= C6F5-HgBr. During the study we found the simple way to alkyldibromoboranes which is presented by the preparation of C2H5BBr2 from C2H5HgBr and BBr3. It is the second example of synthesis of alkylmercury derivative in an addition to the earlier reported formation of cyclopropylmercurials from di(cyclopropyl)mercury and BX3. [GRAPHICS] .

Bardin V.V. , Adonin N.Y.
The preparation of pentafluorophenyldihaloboranes from pentafluorophenylmercurials C6F5HgR and BX3: the dramatic dependence of the reaction direction on the ligand R
Monatshefte für Chemie Chemical Monthly. 2019. V.150. N8. P.1523-1531. DOI: 10.1007/s00706-019-02476-6 WOS Scopus РИНЦ

Опубликована online:	17 июл. 2019 г.
Опубликована в печати:	1 авг. 2019 г.

Web of science	WOS:000477624300015
Scopus	2-s2.0-85069147257
РИНЦ	41613042
OpenAlex	W2959110670