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Mendeleev Communications, 1998, Volume 8, Issue 3, Pages 113–116
DOI: https://doi.org/10.1070/MC1998v008n03ABEH000916
(Mi mendc4682)
 

This article is cited in 12 scientific papers (total in 12 papers)

Sterically controlled population of the 1,2-cis-form of 1,2-dimethyl-3-tert-butyldiaziridine

R. G. Kostyanovsky, G. V. Shustov, V. V. Starovoitov, I. I. Chervin

N.N. Semenov Federal Research Center for Chemical Physics, Russian Academy of Sciences, Moscow, Russian Federation
Abstract: 1,2-Dimethyl-3-R-diaziridine (R = But) has been synthesized for the first time; as revealed by NMR the population of its 1,2-cis-form was shown to increase in polar solvents [1,2-cis/1,2-trans = 2 (D2O), 0.5 (CDCl3), 0.03 (C6D6); for 1,2-trans →1,2-cis in C6D6 at 32 °C ΔG# = 25 kcal mol−1] whereas solely the 1,2-trans-form was detected in diaziridines when R = Me, Et, Pri, Ph.
Document Type: Article
Language: English


Citation: R. G. Kostyanovsky, G. V. Shustov, V. V. Starovoitov, I. I. Chervin, “Sterically controlled population of the 1,2-cis-form of 1,2-dimethyl-3-tert-butyldiaziridine”, Mendeleev Commun., 8:3 (1998), 113–116
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  • https://www.mathnet.ru/eng/mendc/v8/i3/p113
  • This publication is cited in the following 12 articles:
    1. Ilya I. Marochkin, Vladimir V. Kuznetsov, Anatolii N. Rykov, Nina N. Makhova, Igor F. Shishkov, “Molecular structure study of 1,2,3-trimethyldiaziridine by means of gas electron diffraction method”, Struct Chem, 30:2 (2019), 457  crossref
    2. Kerstin Zawatzky, Matthias Kamuf, Oliver Trapp, “Chiral 1,2‐Dialkenyl Diaziridines: Synthesis, Enantioselective Separation, and Nitrogen Inversion Barriers”, Chirality, 27:2 (2015), 156  crossref
    3. Alexander W. Beebe, Emma F. Dohmeier, Gustavo Moura-Letts, “Diastereoselective synthesis of substituted diaziridines from simple ketones and aldehydes”, Chem. Commun., 51:70 (2015), 13511  crossref
    4. Matthias Kamuf, Oliver Trapp, “Stereodynamics of Small 1,2‐Dialkyldiaziridines”, Chirality, 25:4 (2013), 224  crossref
    5. Emanuele Aresu, Laura Carroccia, Stefania Fioravanti, Simona Gasbarri, Lucio Pellacani, Fabio Sciubba, “Chiral bidiaziridines by a two-step domino aziridination of meso-α-diimines”, Tetrahedron, 69:45 (2013), 9507  crossref
    6. Matthias Kamuf, Frank Rominger, Oliver Trapp, “Investigation of the Rearrangement in Alkyl‐Bridged Bis(carbamoyldiaziridine) Derivatives”, Eur J Org Chem, 2012:25 (2012), 4733  crossref
    7. Handbook of Heterocyclic Chemistry, 2010, 917  crossref
    8. Steve Lanners, Gilles Hanquet, Asymmetric Synthesis of Nitrogen Heterocycles, 2009, 187  crossref
    9. G.D. McAllister, A. Perry, R.J.K. Taylor, Comprehensive Heterocyclic Chemistry III, 2008, 539  crossref
    10. R. G. Kostyanovsky, O. R. Malyshev, K. A. Lyssenko, Yu. A. Strelenko, G. K. Kadorkina, V. R. Kostyanovsky, O. G. Nabiev, I. V. Fedyanin, “Stereochemistry of 1,2,4,5-tetraazanorbornanes and diaziridines: exciting history and news”, Mendeleev Commun., 14:6 (2004), 315–318  mathnet  crossref
    11. R. G. Kostyanovsky, K. A. Lyssenko, V. R. Kostyanovsky, “Homochiral and pseudoracemic 3,3- and 1,2-dimethyldiaziridine–silver nitrate complexes”, Mendeleev Commun., 10:2 (2000), 44–46  mathnet  crossref
    12. R. G. KOSTYANOVSKY, G. V. SHUSTOV, V. V. STAROVOITOV, I. I. CHERVIN, “ChemInform Abstract: Sterically Controlled Population of the 1,2‐cis‐Form of 1,2‐Dimethyl‐3‐tert‐butyldiaziridine.”, ChemInform, 29:44 (1998)  crossref
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