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Mendeleev Communications, 2023, Volume 33, Issue 1, Pages 30–33
DOI: https://doi.org/10.1016/j.mencom.2023.01.009
(Mi mendc298)
 

This article is cited in 4 scientific papers (total in 4 papers)

Communications

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

D. A. Knyazeva, M. A. Belayaa, A. D. Volodinb, A. A. Korlyukovb, R. A. Novikova, Yu. V. Tomilova

a N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
b A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation
Abstract: 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.
Keywords: ‘double’ donor–acceptor cyclopropanes, gallium trichloride, alkenes, dienes, cycloaddition, annulation, polycyclic carbocycles.
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (5.2 Mb)


Citation: D. A. Knyazev, M. A. Belaya, A. D. Volodin, A. A. Korlyukov, R. A. Novikov, Yu. V. Tomilov, “Gallium trichloride-mediated reactions of ‘double’ donor–acceptor cyclopropanes with alkenes and dienes”, Mendeleev Commun., 33:1 (2023), 30–33
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  • https://www.mathnet.ru/eng/mendc/v33/i1/p30
  • This publication is cited in the following 4 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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