Abstract:
Rapid degenerate and non-degenerate intramolecular migrations of the isothiocyanate group around the cyclopropene ring have been studied by dynamic 1H and 13C NMR spectral methods and semiempirical PM3 calculations.
Document Type:
Article
Language: English
Citation:
G. A. Dushenko, I. E. Mikhailov, I. V. Dorogan, R. M. Minyaev, N. Hakam, A. Zschunke, V. I. Minkin, “Rapid and Reversible Migration of the Isothiocyanate Group around the Cyclopropene Ring”, Mendeleev Commun., 5:6 (1995), 213–215
Linking options:
https://www.mathnet.ru/eng/mendc5104
https://www.mathnet.ru/eng/mendc/v5/i6/p213
This publication is cited in the following 13 articles:
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G. A. Dushenko, I. E. Mikhailov, O. I. Mikhailova, R. M. Minyaev, V. I. Minkin, “Quantum chemical study of intramolecular rearrangements in 3-allyl-3-methyl-1,2-diphenylcyclopropene”, Russ Chem Bull, 70:4 (2021), 699
G.A. Dushenko, I.E. Mikhailov, O.I. Mikhailova, R.M. Minyaev, V.I. Minkin, “STRUKTURA I PEREGRUPPIROVKI 7-(GEPTAFENILTsIKLOGEPTATRIENIL)IZOKhALKOGENTsIANATOV, “Zhurnal organicheskoi khimii””, Zhurnal organicheskoi khimii, 2018, no. 8, 1127
G. A. Dushenko, I. E. Mikhailov, O. I. Mikhailova, R. M. Minyaev, V. I. Minkin, “Structure and Rearrangements of 7-(Heptaphenylcycloheptatrienyl)isochalcogencyanates”, Russ J Org Chem, 54:8 (2018), 1134
G. A. Dushenko, I. E. Mikhailov, O. I. Mikhailova, R. M. Minyaev, V. I. Minkin, “Reversible Migrations of Nitro Group in a Methyltetramethoxycarbonylcyclopentadiene System”, Dokl Chem, 479:2 (2018), 53
G. A. Dushenko, I. E. Mikhailov, O. I. Mikhailova, R. M. Minyaev, V. I. Minkin, “Structural and stereochemical nonrigidity of 7-(heptaphenylcycloheptatrienyl) isothiocyanate”, Dokl Chem, 466:2 (2016), 35
Artyom P. Topolyan, Dina A. Strizhevskaya, Maria A. Belyaeva, Vladimir A. Brylev, Alexey V. Ustinov, Andrey A. Formanovsky, Vladimir A. Korshun, “A triphenylcyclopropenylium mass tag: synthesis and application to ultrasensitive LC/MS analysis of amines”, Analyst, 141:11 (2016), 3289
G. A. Dushenko, I. E. Mikhailov, O. I. Mikhailova, R. M. Minyaev, V. I. Minkin, “Mechanisms of rearrangements of substituted thiocyclopropenes”, Dokl Chem, 452:1 (2013), 220
I. E. Mikhailov, G. A. Dushenko, G. Reck, B. Schulz, O. I. Mikhailova, V. I. Minkin, “Structure and rearrangements of 3-Iso(thio,seleno)cyanato-1,2,3-triarylcyclopropenes”, Russ J Org Chem, 42:11 (2006), 1630
Vladimir I. Minkin, Igor V. Dorogan, Ruslan M. Minyaev, “Computational modeling of the mechanisms and stereochemistry of circumambulatory rearrangements of formylcyclopropene and 4-hydroxycyclobutenyl cation”, J. Phys. Org. Chem., 13:1 (2000), 3
G. A. Dushenko, I. E. Mikhailov, A. Zschunke, G. Reck, B. Schulz, V. I. Minkin, “Structure and rearrangements of 7-(1,2,3,4,5,6,7-heptaphenylcycloheptatrienyl) isocyanate, isothiocyanate and isoselenocyanate”, Mendeleev Commun., 9:6 (1999), 222–225
V. I. Minkin, I. E. Mikhailov, G. A. Dushenko, O. E. Kompan, A. Zschunke, “Fast and reversible migrations of N,S-centered groups around the perimeter of cyclopropene and cycloheptatriene rings”, Russ Chem Bull, 47:5 (1998), 884
Igor E. Mikhailov, Galina A. Dushenko, Igor D. Sadekov, Adolf Zschunke, Vladimir I. Minkin, “Circumambulatory Rearrangements of O-, S-, Se-, and Te- Centred Groups Around the Cyclopentadiene Ring”, Phosphorus, Sulfur, and Silicon and the Related Elements, 136:1 (1998), 541