R. A. Novikov, A. V. Tarasova, K. Yu. Suponitsky, Yu. V. Tomilov, “Unexpected formation of substituted naphthalenes and phenanthrenes in a GaCl3 mediated dimerization–fragmentation reaction of 2-arylcyclopropane-1,1-dicarboxylates”, Mendeleev Commun., 24:6 (2014), 346

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Mendeleev Communications, 2014, Volume 24, Issue 6, Pages 346–348
DOI: https://doi.org/10.1016/j.mencom.2014.11.011 (Mi mendc2576)

This article is cited in 13 scientific papers (total in 13 papers)

Communications

Unexpected formation of substituted naphthalenes and phenanthrenes in a GaCl₃ mediated dimerization–fragmentation reaction of 2-arylcyclopropane-1,1-dicarboxylates

R. A. Novikov^a, A. V. Tarasova^a, K. Yu. Suponitsky^b, Yu. V. Tomilov^a

^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

Full-text PDF (505 kB) Citations (13)

DOI: https://doi.org/10.1016/j.mencom.2014.11.011

Graphic abstract: Unexpected formation of substituted naphthalenes and phenanthrenes in a GaCl<sub>3</sub> mediated dimerization–fragmentation reaction of 2-arylcyclopropane-1,1-dicarboxylates

Abstract: Dimethyl 2-arylcyclopropane-1,1-dicarboxylates on heating with GaCl₃ undergo dimerization to afford arylnaphthalenes or phenanthrenes. A possible reaction mechanism including elimination of two dimethyl malonate molecules was proposed, dimethyl malonate gallium complex Ga³⁺[H₂C(CO₂Me)₂]₃(GaCl^–) was isolated and characterized by X-ray diffraction analysis.

Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(324.5 Kb)

Citation: R. A. Novikov, A. V. Tarasova, K. Yu. Suponitsky, Yu. V. Tomilov, “Unexpected formation of substituted naphthalenes and phenanthrenes in a GaCl₃ mediated dimerization–fragmentation reaction of 2-arylcyclopropane-1,1-dicarboxylates”, Mendeleev Commun., 24:6 (2014), 346–348

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https://www.mathnet.ru/eng/mendc/v24/i6/p346

This publication is cited in the following 13 articles:

Citing articles in Google Scholar: Russian citations, English citations
Related articles in Google Scholar: Russian articles, English articles

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