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

Vishnevskiy Y, Schwabedissen J, Rykov AN, Kuznetsov VV, Makhova NN (2015)
Journal Of Physical Chemistry A 119(44): 10871-10881.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Autor*in
Vishnevskiy, YuryUniBi; Schwabedissen, JanUniBi; Rykov, Anatolii N.; Kuznetsov, Vladimir V.; Makhova, Nina N.
Abstract / Bemerkung
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 degrees 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 degrees 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.
Erscheinungsjahr
2015
Zeitschriftentitel
Journal Of Physical Chemistry A
Band
119
Ausgabe
44
Seite(n)
10871-10881
ISSN
1089-5639
Page URI
https://pub.uni-bielefeld.de/record/2901325

Zitieren

Vishnevskiy Y, Schwabedissen J, Rykov AN, Kuznetsov VV, Makhova NN. 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;119(44):10871-10881.
Vishnevskiy, Y., Schwabedissen, J., Rykov, A. N., Kuznetsov, V. V., & Makhova, N. N. (2015). 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, 119(44), 10871-10881. doi:10.1021/acs.jpca.5b08228
Vishnevskiy, Y., Schwabedissen, J., Rykov, A. N., Kuznetsov, V. V., and Makhova, N. N. (2015). 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 119, 10871-10881.
Vishnevskiy, Y., et al., 2015. 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, 119(44), p 10871-10881.
Y. Vishnevskiy, 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, 2015, pp. 10871-10881.
Vishnevskiy, Y., 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. 119, 10871-10881 (2015).
Vishnevskiy, Yury, Schwabedissen, Jan, Rykov, Anatolii N., Kuznetsov, Vladimir V., and Makhova, Nina 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 119.44 (2015): 10871-10881.

Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®

Quellen

PMID: 26461037
PubMed | Europe PMC

Suchen in

Google Scholar