Journal of Physical Chemistry A, volume 119, issue 44, pages 10871-10881
Conformational and Bonding Properties of 3,3-Dimethyl- and 6,6-Dimethyl-1,5-diazabicyclo[3.1.0]hexane: A Case Study Employing the Monte Carlo Method in Gas Electron Diffraction
1
Lehrstuhl
für Anorganische Chemie und Strukturchemie, Universität Bielefeld, Universitätsstrasse 25, 33615, Bielefeld, Germany
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Publication type: Journal Article
Publication date: 2015-10-23
Journal:
Journal of Physical Chemistry A
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor: 2.9
ISSN: 10895639, 15205215
Physical and Theoretical Chemistry
Abstract
Gas-phase structures of two isomers of dimethyl-substituted 1,5-diazabicyclo[3.1.0]hexanes, namely, 3,3-dimethyl- and 6,6-dimethyl-1,5-diazabicyclo[3.1.0]hexane molecules, have been determined by gas electron diffraction method. A new approach based on the Monte Carlo method has been developed and used for the analysis of precision and accuracy of the refined structures. It was found that at 57 °C 3,3-dimethyl derivative exists as a mixture of chair and boat conformers with abundances 68(8)% and 32(8)%, respectively. 6,6-Dimethyl-1,5-diazabicyclo[3.1.0]hexane at 50 °C has only one stable conformation with planar 5-ring within error limits. Theoretical calculations predict that the 6,6-dimethyl isomer is more stable in comparison to the 3,3-dimethyl isomer with energy difference 3-5 kcal mol(-1). In order to explain the relative stability and bonding properties of different structures the natural bond orbitals (NBO), atoms in molecules (AIM), and interacting quantum atoms (IQA) analyses were performed.
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- We do not take into account publications that without a DOI.
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- Statistics recalculated weekly.
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Vishnevskiy Y. V. et al. Conformational and Bonding Properties of 3,3-Dimethyl- and 6,6-Dimethyl-1,5-diazabicyclo[3.1.0]hexane: A Case Study Employing the Monte Carlo Method in Gas Electron Diffraction // Journal of Physical Chemistry A. 2015. Vol. 119. No. 44. pp. 10871-10881.
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Vishnevskiy Y. V., Schwabedissen J., RYKOV A. N., Kuznetsov V. V., Makhova N. N. Conformational and Bonding Properties of 3,3-Dimethyl- and 6,6-Dimethyl-1,5-diazabicyclo[3.1.0]hexane: A Case Study Employing the Monte Carlo Method in Gas Electron Diffraction // Journal of Physical Chemistry A. 2015. Vol. 119. No. 44. pp. 10871-10881.
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TY - JOUR
DO - 10.1021/acs.jpca.5b08228
UR - https://doi.org/10.1021%2Facs.jpca.5b08228
TI - Conformational and Bonding Properties of 3,3-Dimethyl- and 6,6-Dimethyl-1,5-diazabicyclo[3.1.0]hexane: A Case Study Employing the Monte Carlo Method in Gas Electron Diffraction
T2 - Journal of Physical Chemistry A
AU - Schwabedissen, Jan
AU - Vishnevskiy, Yury V
AU - RYKOV, A. N.
AU - Kuznetsov, V. V.
AU - Makhova, Nina N.
PY - 2015
DA - 2015/10/23 00:00:00
PB - American Chemical Society (ACS)
SP - 10871-10881
IS - 44
VL - 119
SN - 1089-5639
SN - 1520-5215
ER -
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@article{2015_Vishnevskiy,
author = {Jan Schwabedissen and Yury V Vishnevskiy and A. N. RYKOV and V. V. Kuznetsov and Nina N. Makhova},
title = {Conformational and Bonding Properties of 3,3-Dimethyl- and 6,6-Dimethyl-1,5-diazabicyclo[3.1.0]hexane: A Case Study Employing the Monte Carlo Method in Gas Electron Diffraction},
journal = {Journal of Physical Chemistry A},
year = {2015},
volume = {119},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021%2Facs.jpca.5b08228},
number = {44},
pages = {10871--10881},
doi = {10.1021/acs.jpca.5b08228}
}
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MLA
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Vishnevskiy, Yury V., et al. “Conformational and Bonding Properties of 3,3-Dimethyl- and 6,6-Dimethyl-1,5-diazabicyclo[3.1.0]hexane: A Case Study Employing the Monte Carlo Method in Gas Electron Diffraction.” Journal of Physical Chemistry A, vol. 119, no. 44, Oct. 2015, pp. 10871-10881. https://doi.org/10.1021%2Facs.jpca.5b08228.