This article is cited in 3 papers

Communications

Computational study of the catalytic olefination reaction

I. D. Gridnev^a, A. V. Shastin^b, V. M. Muzalevskiy^c, E. S. Balenkova^c, V. G. Nenajdenko<sup>cd

a</sup> Department of Chemistry, Graduate School of Science, Tohoku University, Sendai, Japan
^b Institute of Problems of Chemical Physics, Russian Academy of Sciences, Chernogolovka, Moscow Region, Russian Federation
^c Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
^d A.N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Moscow, Russian Federation

Abstract: Catalytic olefination of hydrazones was computed to proceed with effective activation barrier of 19.9kcal mol^–1. Initially the catalyst- assisted abstraction of Cl^– anion from CCl₄ occurs that is accompanied by simultaneous C–C bond formation; then proton is eliminated by ammonia present in the reaction mixture yielding a neutral intermediate; the second CuCl-assisted abstraction of Cl^– anion from CCl₃ group is followed by synchronous reaction that affords the olefination product and releases N₂ together with CuCl.HCl.

Language: English

DOI: 10.1016/j.mencom.2014.11.008

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