Home / Publications / 3,4-Di-tert-butyl-l,3,4-oxadiazolidine: synthesis and structure

3,4-Di-tert-butyl-l,3,4-oxadiazolidine: synthesis and structure

Remir Grigorevich Kostyanovsky 1
Remir Grigorevich Kostyanovsky
, 
Gulnara Konstantinovna Kadorkina 1
Gulnara Konstantinovna Kadorkina
, 
Vladimir N Voznesensky 1
Vladimir N Voznesensky
, 
Ivan Ivanovich Chervin 1
Ivan Ivanovich Chervin
, 
Mikhail Yuvenal'evich Antipin 2
Mikhail Yuvenal'evich Antipin
, 
Konstantin Alexandrovich Lyssenko 2
Konstantin Alexandrovich Lyssenko
, 
Eugenii Victorovich Vorontsov 2
Eugenii Victorovich Vorontsov
, 
Vladimir Ivanovich Bakhmutov 2
Vladimir Ivanovich Bakhmutov
, 
Paul Rademacher 3
Paul Rademacher
10.1070/MC1996v006n02ABEH000585
Published 1996-04-30
Communication , Volume 6, Issue 2, 69-71
10
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Kostyanovsky R. G. et al. 3,4-Di-tert-butyl-l,3,4-oxadiazolidine: synthesis and structure // Mendeleev Communications. 1996. Vol. 6. No. 2. pp. 69-71.
GOST all authors (up to 50) Copy
Kostyanovsky R. G., Kadorkina G. K., Voznesensky V. N., Chervin I. I., Antipin M. Y., Lyssenko K. A., Vorontsov E. V., Bakhmutov V. I., Rademacher P. 3,4-Di-tert-butyl-l,3,4-oxadiazolidine: synthesis and structure // Mendeleev Communications. 1996. Vol. 6. No. 2. pp. 69-71.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC1996v006n02ABEH000585
UR - https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000585
TI - 3,4-Di-tert-butyl-l,3,4-oxadiazolidine: synthesis and structure
T2 - Mendeleev Communications
AU - Kostyanovsky, Remir Grigorevich
AU - Kadorkina, Gulnara Konstantinovna
AU - Voznesensky, Vladimir N
AU - Chervin, Ivan Ivanovich
AU - Antipin, Mikhail Yuvenal'evich
AU - Lyssenko, Konstantin Alexandrovich
AU - Vorontsov, Eugenii Victorovich
AU - Bakhmutov, Vladimir Ivanovich
AU - Rademacher, Paul
PY - 1996
DA - 1996/04/30
PB - Mendeleev Communications
SP - 69-71
IS - 2
VL - 6
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{1996_Kostyanovsky,
author = {Remir Grigorevich Kostyanovsky and Gulnara Konstantinovna Kadorkina and Vladimir N Voznesensky and Ivan Ivanovich Chervin and Mikhail Yuvenal'evich Antipin and Konstantin Alexandrovich Lyssenko and Eugenii Victorovich Vorontsov and Vladimir Ivanovich Bakhmutov and Paul Rademacher},
title = {3,4-Di-tert-butyl-l,3,4-oxadiazolidine: synthesis and structure},
journal = {Mendeleev Communications},
year = {1996},
volume = {6},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000585},
number = {2},
pages = {69--71},
doi = {10.1070/MC1996v006n02ABEH000585}
}
MLA
Cite this
MLA Copy
Kostyanovsky, Remir Grigorevich, et al. “3,4-Di-tert-butyl-l,3,4-oxadiazolidine: synthesis and structure.” Mendeleev Communications, vol. 6, no. 2, Apr. 1996, pp. 69-71. https://mendcomm.colab.ws/publications/10.1070/MC1996v006n02ABEH000585.

Abstract

3,4-Di-tert-butyl-l,3,4-oxadiazolidine 1d has been synthesized and for the first time fully characterized; an envelope conformation has been established by X-ray diffraction analysis of 1d in the crystal, and a semi-chair conformation with a trans-diaxial orientation of But groups determined by NMR spectroscopy in solution and, additionally, by MNDO and ab initio calculations in the gas phase; the lower limit of the barrier to sterically-hindered nitrogen inversion was evaluated as ΔG# > 22.8 kcal mol–1 at 130 °C.

References

1.
10.1070/MC1996v006n02ABEH000585_bib1
Jennings
Cyclic Organonitrogen Stereodynamics, 1992
3.
Importance of transition-state steric strain in the nitrogen inversion of hydrazines
Baker V.J., Katritzky A.R., Majoral J., Nelsen S.F., Hintz P.J.
Journal of the Chemical Society Chemical Communications, 1974
4.
The conformational analysis of saturated heterocycles. Part LXX. Nitrogen inversions in 1,3,4-oxadiazolidines
Baker V.J., Katritzky A.R., Majoral J.
Journal of the Chemical Society Perkin Transactions 2, 1975
5.
1,2-Diazetidine conformation. Double nitrogen inversion
Hall J.H., Bigard W.S.
Journal of Organic Chemistry, 1978
6.
R. G. Kostyanovsky, V. A. Korneev, I. I. Chervin, V. N.Voznesensky, Yu. V. Puzanov and P. Rademacher, Mendeleev Commun., in press.
8.
Diaziridinones (2,3-diazacyclopropanones). II. Synthesis, properties, and reactions
Greene F.D., Stowell J.C., Bergmark W.R.
Journal of Organic Chemistry, 1969
9.
10.1070/MC1996v006n02ABEH000585_bib9
Robinson
Crystallo- graphic Computing-Techniques and New Technologies, 1988
10.
Gas-solid molecular structure differences
Hargittai M., Hargittai I.
Physics and Chemistry of Minerals, 1987