Determination of the configuration in six-membered saturated heterocycles (N, P, S, Se) and their oxidation products using experimental and calculated NMR chemical shifts
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F14%3A10272022" target="_blank" >RIV/00216208:11310/14:10272022 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/14:00429646
Result on the web
<a href="http://dx.doi.org/10.1016/j.tet.2014.04.047" target="_blank" >http://dx.doi.org/10.1016/j.tet.2014.04.047</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.tet.2014.04.047" target="_blank" >10.1016/j.tet.2014.04.047</a>
Alternative languages
Result language
angličtina
Original language name
Determination of the configuration in six-membered saturated heterocycles (N, P, S, Se) and their oxidation products using experimental and calculated NMR chemical shifts
Original language description
The six-membered saturated heterocycles-4-tert-butyl-1 -methylpiperidine, 4-tert-butyl-1methylphosphine, 4-tert-butyl-tetrahydro-2H-thiopyran, and 4-tert-butyl-tetrahydro-2H-selenopyran were prepared as suitable model compounds with well-defined geometryfor an NMR study of their oxidation products. The corresponding epimeric N-oxides, phosphinoxides, sulfoxides, and selenoxides were obtained by standard chemical preparation and also by in situ oxidation with meta-chloroperbenzoic acid directly in the NMR tube. The experimental H-1 and C-13 chemical shifts were compared with corresponding calculated data obtained by CIAO approach with DFT, MP2, and HF methods and various basis sets. The correlation of experimental versus calculated data showed the possibility to determine the stereochemistiy of the epimeric oxidation products using fast DFT B3LYP/6-31G* method for both geometry optimization and NMR chemical shifts calculation.
Czech name
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Tetrahedron
ISSN
0040-4020
e-ISSN
—
Volume of the periodical
70
Issue of the periodical within the volume
25
Country of publishing house
GB - UNITED KINGDOM
Number of pages
16
Pages from-to
3871-3886
UT code for WoS article
000336699900006
EID of the result in the Scopus database
—