Open Access
Molecules, volume 26, issue 24, pages 7539
Novel Bispidine-Monoterpene Conjugates—Synthesis and Application as Ligands for the Catalytic Ethylation of Chalcones
Suslov E.V.
1
,
Ponomarev Konstantin Y
1
,
Patrusheva Oxana S
1
,
Kuranov Sergey O
1
,
Okhina Alina A
1, 2
,
Rogachev Artem
1, 2
,
Munkuev Aldar A
1
,
Ottenbacher Roman V
3
,
Dalinger Alexander I
4
,
Salakhutdinov Nariman F.
1
Publication type: Journal Article
Publication date: 2021-12-13
PubMed ID:
34946622
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
A number of new chiral bispidines containing monoterpenoid fragments have been obtained. The bispidines were studied as ligands for Ni-catalyzed addition of diethylzinc to chalcones. The conditions for chromatographic analysis by HPLC-UV were developed, in which the peaks of the enantiomers of all synthesized chiral products were separated, which made it possible to determine the enantiomeric excess of the resulting mixture. It was demonstrated that bispidine-monoterpenoid conjugates can be used as the ligands for diethylzinc addition to chalcone C=C double bond but not as inducers of chirality. Besides products of ethylation, formation of products of formal hydrogenation of the chalcone C=C double bond was observed in all cases. Note, that this formation of hydrogenation products in significant amounts in the presence of such catalytic systems was found for the first time. A tentative scheme explaining the formation of all products was proposed.
Citations by journals
|
1
|
|
|
Molecules
|
Molecules
1 publication, 20%
|
|
Russian Journal of Organic Chemistry
|
Russian Journal of Organic Chemistry
1 publication, 20%
|
|
Russian Chemical Bulletin
|
Russian Chemical Bulletin
1 publication, 20%
|
|
Russian Journal of General Chemistry
|
Russian Journal of General Chemistry
1 publication, 20%
|
|
Mendeleev Communications
|
Mendeleev Communications
1 publication, 20%
|
|
1
|
Citations by publishers
|
1
2
|
|
|
Pleiades Publishing
|
Pleiades Publishing
2 publications, 40%
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
|
Multidisciplinary Digital Publishing Institute (MDPI)
1 publication, 20%
|
|
Springer Nature
|
Springer Nature
1 publication, 20%
|
|
Elsevier
|
Elsevier
1 publication, 20%
|
|
1
2
|
- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2022,2023,2024],"ids":[0,0,0],"codes":[0,0,0],"imageUrls":["","",""],"datasets":[{"label":"Citations number","data":[2,2,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6"],"percentage":["40","40","20"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Molecules","Russian Journal of Organic Chemistry","Russian Chemical Bulletin","Russian Journal of General Chemistry","Mendeleev Communications"],"ids":[1770,5728,10918,13581,5294],"codes":[0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp"],"datasets":[{"label":"","data":[1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[20,20,20,20,20],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Pleiades Publishing","Multidisciplinary Digital Publishing Institute (MDPI)","Springer Nature","Elsevier"],"ids":[101,202,8,17],"codes":[0,0,0,0],"imageUrls":["\/storage\/images\/resized\/oZgeErrVFhuDksyqFURLvYS1wtVSBWczh001igGo_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp"],"datasets":[{"label":"","data":[2,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[40,20,20,20],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Suslov E. et al. Novel Bispidine-Monoterpene Conjugates—Synthesis and Application as Ligands for the Catalytic Ethylation of Chalcones // Molecules. 2021. Vol. 26. No. 24. p. 7539.
GOST all authors (up to 50)
Copy
Suslov E., Ponomarev K. Y., Patrusheva O. S., Kuranov S. O., Okhina A. A., Rogachev A., Munkuev A. A., Ottenbacher R. V., Dalinger A. I., Kalinin M. A., Vatsadze S. Z., Volcho K. P., Salakhutdinov N. F. Novel Bispidine-Monoterpene Conjugates—Synthesis and Application as Ligands for the Catalytic Ethylation of Chalcones // Molecules. 2021. Vol. 26. No. 24. p. 7539.
Cite this
RIS
Copy
TY - JOUR
DO - 10.3390/molecules26247539
UR - https://doi.org/10.3390%2Fmolecules26247539
TI - Novel Bispidine-Monoterpene Conjugates—Synthesis and Application as Ligands for the Catalytic Ethylation of Chalcones
T2 - Molecules
AU - Kuranov, Sergey O
AU - Okhina, Alina A
AU - Salakhutdinov, Nariman F.
AU - Ponomarev, Konstantin Y
AU - Patrusheva, Oxana S
AU - Dalinger, Alexander I
AU - Ottenbacher, Roman V
AU - Suslov, E.V.
AU - Rogachev, Artem
AU - Munkuev, Aldar A
AU - Kalinin, Mikhail A
AU - Vatsadze, Sergey Z.
AU - Volcho, Konstantin P.
PY - 2021
DA - 2021/12/13 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 7539
IS - 24
VL - 26
PMID - 34946622
SN - 1420-3049
ER -
Cite this
BibTex
Copy
@article{2021_Suslov,
author = {Sergey O Kuranov and Alina A Okhina and Nariman F. Salakhutdinov and Konstantin Y Ponomarev and Oxana S Patrusheva and Alexander I Dalinger and Roman V Ottenbacher and E.V. Suslov and Artem Rogachev and Aldar A Munkuev and Mikhail A Kalinin and Sergey Z. Vatsadze and Konstantin P. Volcho},
title = {Novel Bispidine-Monoterpene Conjugates—Synthesis and Application as Ligands for the Catalytic Ethylation of Chalcones},
journal = {Molecules},
year = {2021},
volume = {26},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {dec},
url = {https://doi.org/10.3390%2Fmolecules26247539},
number = {24},
pages = {7539},
doi = {10.3390/molecules26247539}
}
Cite this
MLA
Copy
Suslov, E.V., et al. “Novel Bispidine-Monoterpene Conjugates—Synthesis and Application as Ligands for the Catalytic Ethylation of Chalcones.” Molecules, vol. 26, no. 24, Dec. 2021, p. 7539. https://doi.org/10.3390%2Fmolecules26247539.