Super-electrophilic Lewis acid, Et3Si+[HCB11H5Cl6]−, as an effective catalyst for ring-opening rearrangements of fluorinated cyclopropanes

Super-electrophilic Lewis acid, Et3Si+[HCB11H5Cl6]−, as an effective catalyst for ring-opening rearrangements of fluorinated cyclopropanes Full article

Journal

Organic & Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539

Output data

Year: 2026, Volume: 24, Number: 32, Pages: 6551-6557 Pages count : 7 DOI: 10.1039/d6ob00527f

Authors

Sokolov Nikita A. ¹ , Bobrova Angelina Yu. ¹ , Prolomov Ilya V. ¹ , Medvedev Michael G. ¹ , Burykina Julia V. ¹ , Novikov Maxim A. ¹ , Novikov Roman A. ¹ , Tomilov Yury V. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991 Moscow, Russia

Et3Si[HCB11H5Cl6] was proved to be a highly effective catalyst to induce cyclopropyl-to-allyl rearrangements of gem-difluorocyclopropanes, allowing facile reductive Friedel–Crafts alkylations of arenes using Et3SiH as a stoichiometric reductant. The general patterns determining the chemo- and regioselectivities of the process, by fine-tuning the reactivity of 2-fluoroallyl and vinyl carbocationic intermediates, were determined.

Sokolov N.A. , Bobrova A.Y. , Prolomov I.V. , Medvedev M.G. , Burykina J.V. , Novikov M.A. , Novikov R.A. , Tomilov Y.V.
Super-electrophilic Lewis acid, Et3Si+[HCB11H5Cl6]−, as an effective catalyst for ring-opening rearrangements of fluorinated cyclopropanes
Organic & Biomolecular Chemistry. 2026. V.24. N32. P.6551-6557. DOI: 10.1039/d6ob00527f WOS Scopus OpenAlex

Submitted:	Mar 31, 2026
Published online:	Aug 5, 2026

≡ Web of science:	WOS:001840474600001
≡ Scopus:	2-s2.0-105047419257
≡ OpenAlex:	W7172512645