Regularities of the heterogeneous catalytic hydrogenation of 5-vinyl-2-norbornene
V V Zamalyutin
1
,
A V Ryabov
1
,
A I Nichugovskii
1
,
A Yu Skryabina
1
,
O Yu Tkachenko
1
,
V R Flid
1
Publication type: Journal Article
Publication date: 2022-01-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
The liquid-phase hydrogenation of 5-ethenylbicyclo[2.2.1]hept-2-ene (5-vinyl-2-norbornene, VNE) in the presence of the palladium catalyst Pd/γ-Al2O3 (PC-25) in an n-heptane medium at 76 °C was studied. The hydrogenation proceeds via a complicated mechanism through (exo/endo)-2-vinylnorbornanes and (Z/E)-2-ethylidenenorbornanes to form (exo/endo)-2-ethylnorbornanes. The reaction products were identified, the main reaction routes were determined, and the material balance was studied. The isomerization of (exo/endo)-2-vinylnorbornanes to (Z/E)-2-ethylidenenorbornanes with the conversion close to 100% was found for the reaction in a hydrogen atmosphere. The molar ratios of the stereoisomers of the substrate and of the intermediate and final hydrogenation products are retained at all steps of the process. The parallel-sequential mechanism was proposed for the process. The zero kinetic time order with respect to VNE was established in a wide range of its initial concentrations.
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Zamalyutin V. V. et al. Regularities of the heterogeneous catalytic hydrogenation of 5-vinyl-2-norbornene // Russian Chemical Bulletin. 2022. Vol. 71. No. 1. pp. 70-75.
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Zamalyutin V. V., Ryabov A. V., Nichugovskii A. I., Skryabina A. Yu., Tkachenko O. Yu., Flid V. R. Regularities of the heterogeneous catalytic hydrogenation of 5-vinyl-2-norbornene // Russian Chemical Bulletin. 2022. Vol. 71. No. 1. pp. 70-75.
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RIS
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TY - JOUR
DO - 10.1007/s11172-022-3378-5
UR - https://doi.org/10.1007/s11172-022-3378-5
TI - Regularities of the heterogeneous catalytic hydrogenation of 5-vinyl-2-norbornene
T2 - Russian Chemical Bulletin
AU - Zamalyutin, V V
AU - Ryabov, A V
AU - Nichugovskii, A I
AU - Skryabina, A Yu
AU - Tkachenko, O Yu
AU - Flid, V R
PY - 2022
DA - 2022/01/01
PB - Springer Nature
SP - 70-75
IS - 1
VL - 71
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2022_Zamalyutin,
author = {V V Zamalyutin and A V Ryabov and A I Nichugovskii and A Yu Skryabina and O Yu Tkachenko and V R Flid},
title = {Regularities of the heterogeneous catalytic hydrogenation of 5-vinyl-2-norbornene},
journal = {Russian Chemical Bulletin},
year = {2022},
volume = {71},
publisher = {Springer Nature},
month = {jan},
url = {https://doi.org/10.1007/s11172-022-3378-5},
number = {1},
pages = {70--75},
doi = {10.1007/s11172-022-3378-5}
}
Cite this
MLA
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Zamalyutin, V. V., et al. “Regularities of the heterogeneous catalytic hydrogenation of 5-vinyl-2-norbornene.” Russian Chemical Bulletin, vol. 71, no. 1, Jan. 2022, pp. 70-75. https://doi.org/10.1007/s11172-022-3378-5.