Formation of polyfluoro-1-ethylfluorenes in the reaction of perfluoropropylbenzene with tetrafluorobenzenes in an SbF5 medium

Formation of polyfluoro-1-ethylfluorenes in the reaction of perfluoropropylbenzene with tetrafluorobenzenes in an SbF5 medium Full article

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 2023, Volume: 271, Pages: 110186 Pages count : 1 DOI: 10.1016/j.jfluchem.2023.110186

Tags

Polyfluorinated; Fluorene; 1,1-diphenylpropane; Tetrafluorobenzene; Cation; Cyclization

Authors

Komarov Vladislav V. ¹ , Mezhenkova Tatyana V. ¹ , Karpov Victor M. ¹ , Zonov Yaroslav V. ¹ , Krasnov Vyacheslav I. ¹

Affiliations

1	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Novosibirsk 630090, Russia

The interaction of perfluoropropylbenzene with 1,2,3,4-tetrafluorobenzene or 1,2,4,5-tetrafluorobenzene in an SbF5 medium at r.t. yields corresponding 1-(tetrafluorophenyl)perfluoro-1-phenylpropanes, which undergo cyclization into perfluoro-9-ethylfluorene or 1,2,3,4,5,7,8,9-octafluoro-9-(pentafluoroethyl)fluorene along with 1,2,3,4-tetrahydro-9H-fluorenes under the reaction conditions. The reaction of perfluoropropylbenzene with 1,2,3,5-tetrafluorobenzene under the same conditions leads to the formation of 1-(2,3,4,6-tetrafluorophenyl)perfluoro-1-phenylpropane, which does not give cyclization products at 50–55 °C.

Komarov V.V. , Mezhenkova T.V. , Karpov V.M. , Zonov Y.V. , Krasnov V.I.
Formation of polyfluoro-1-ethylfluorenes in the reaction of perfluoropropylbenzene with tetrafluorobenzenes in an SbF5 medium
Journal of Fluorine Chemistry. 2023. V.271. P.110186. DOI: 10.1016/j.jfluchem.2023.110186 WOS РИНЦ

Submitted:	Aug 21, 2023
Accepted:	Aug 30, 2023
Published online:	Sep 6, 2023

Web of science	WOS:001077348400001
Elibrary	65063238
OpenAlex	W4386491437