3-Cyclopropyl-1,2-dimethyldiaziridine: synthesis and study of molecular structure by gas electron diffraction method
Publication type: Journal Article
Publication date: 2018-03-19
scimago Q3
wos Q2
SJR: 0.341
CiteScore: 4.3
Impact factor: 2.2
ISSN: 10400400, 15729001
Physical and Theoretical Chemistry
Condensed Matter Physics
Abstract
The molecular structure and conformational behavior of 3-cyclopropyl-1,2-dimethyldiaziridine have been for the first time experimentally studied by gas-phase electron diffraction and quantum chemical calculations. The two most stable conformers at 298 K possess anti and gauche mutual ring orientation (with prevalence of the anti conformer) whereas only one anti conformer is observed in solution. The determined structural parameters of gaseous 3-cyclopropyl-1,2-dimethyldiaziridine have been compared with those for 3,3-bidiaziridine structural analogues in the crystal phase. The simple and convenient procedure for the synthesis of 3-cyclopropyl-1,2-dimethyldiaziridine comprising cyclopropane and diaziridine rings in one molecule was developed. The standard enthalpy of formation of 3-cyclopropyl-1,2-dimethyldiaziridine in the gas phase was calculated using Gaussian-4 theory, yielding value of 281.9 ± 5.0 kJ/mol.
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Altova E. P. et al. 3-Cyclopropyl-1,2-dimethyldiaziridine: synthesis and study of molecular structure by gas electron diffraction method // Structural Chemistry. 2018. Vol. 29. No. 3. pp. 815-822.
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Altova E. P., Kuznetsov V. V., Marochkin I. I., Rykov A. N., Makhova N. N., Shishkov I. F. 3-Cyclopropyl-1,2-dimethyldiaziridine: synthesis and study of molecular structure by gas electron diffraction method // Structural Chemistry. 2018. Vol. 29. No. 3. pp. 815-822.
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TY - JOUR
DO - 10.1007/s11224-018-1104-6
UR - https://doi.org/10.1007/s11224-018-1104-6
TI - 3-Cyclopropyl-1,2-dimethyldiaziridine: synthesis and study of molecular structure by gas electron diffraction method
T2 - Structural Chemistry
AU - Altova, Ekaterina P
AU - Kuznetsov, Vladimir V.
AU - Marochkin, Ilya I
AU - Rykov, Anatolii N
AU - Makhova, Nina N
AU - Shishkov, Igor F
PY - 2018
DA - 2018/03/19
PB - Springer Nature
SP - 815-822
IS - 3
VL - 29
SN - 1040-0400
SN - 1572-9001
ER -
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@article{2018_Altova,
author = {Ekaterina P Altova and Vladimir V. Kuznetsov and Ilya I Marochkin and Anatolii N Rykov and Nina N Makhova and Igor F Shishkov},
title = {3-Cyclopropyl-1,2-dimethyldiaziridine: synthesis and study of molecular structure by gas electron diffraction method},
journal = {Structural Chemistry},
year = {2018},
volume = {29},
publisher = {Springer Nature},
month = {mar},
url = {https://doi.org/10.1007/s11224-018-1104-6},
number = {3},
pages = {815--822},
doi = {10.1007/s11224-018-1104-6}
}
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Altova, Ekaterina P., et al. “3-Cyclopropyl-1,2-dimethyldiaziridine: synthesis and study of molecular structure by gas electron diffraction method.” Structural Chemistry, vol. 29, no. 3, Mar. 2018, pp. 815-822. https://doi.org/10.1007/s11224-018-1104-6.