Gallium trichloride-mediated reactions of ‘double’ donor–acceptor cyclopropanes with alkenes and dienes

Gallium trichloride-mediated reactions of ‘double’ donor–acceptor cyclopropanes with alkenes and dienes Full article

Journal

Mendeleev Communications
ISSN: 1364-551X , E-ISSN: 0959-9436

Output data

Year: 2023, Volume: 33, Number: 1, Pages: 30-33 Pages count : 4 DOI: 10.1016/j.mencom.2023.01.009

Authors

Knyazev Daniil A. ¹ , Belaya Maria A. ¹ , Volodin Alexander D. ² , Korlyukov Alexander A. ² , Novikov Roman A. ¹ , Tomilov Yury V. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
2	A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, Russian Federation

The reactions of ‘double’ donor–acceptor cyclopropanes containing a p- or m-phenylene moiety with alkenes or dienes in the presence of GaCl3 comprise formation of gallium 1,2-zwitterionic intermediates, the structure of final products being substrate dependent. In contrast to the para-or meta-isomers, reaction of 2,2'-(1,2-phenylene)bis(cyclopropane-1,1-dicarboxylate) does not involve alkene and affords isomeric tricyclo[6.2.2.02,7]dodeca-2,4,6-triene-9,9,11,11-tetra-carboxylate, a product of intramolecular rearrangement.

Knyazev D.A. , Belaya M.A. , Volodin A.D. , Korlyukov A.A. , Novikov R.A. , Tomilov Y.V.
Gallium trichloride-mediated reactions of ‘double’ donor–acceptor cyclopropanes with alkenes and dienes
Mendeleev Communications. 2023. V.33. N1. P.30-33. DOI: 10.1016/j.mencom.2023.01.009 WOS Scopus OpenAlex

≡ Web of science:	WOS:000931963700001
≡ Scopus:	2-s2.0-85147589490
≡ OpenAlex:	W4319300720