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Synthesis of unsymmetrical pincer CNN palladium complex of 8-dimethylamino-3-ferrocenylmethyl-3-azabicyclo[3.2.1]octane and its catalytic activity in the Suzuki reaction

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Bulygina L. A. et al. Synthesis of unsymmetrical pincer CNN palladium complex of 8-dimethylamino-3-ferrocenylmethyl-3-azabicyclo[3.2.1]octane and its catalytic activity in the Suzuki reaction // Mendeleev Communications. 2022. Vol. 32. No. 3. pp. 331-333.
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Bulygina L. A., Khrushcheva N. S., Lyssenko K. A., Peregudov A. S. Synthesis of unsymmetrical pincer CNN palladium complex of 8-dimethylamino-3-ferrocenylmethyl-3-azabicyclo[3.2.1]octane and its catalytic activity in the Suzuki reaction // Mendeleev Communications. 2022. Vol. 32. No. 3. pp. 331-333.
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TY - JOUR
DO - 10.1016/j.mencom.2022.05.012
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.05.012
TI - Synthesis of unsymmetrical pincer CNN palladium complex of 8-dimethylamino-3-ferrocenylmethyl-3-azabicyclo[3.2.1]octane and its catalytic activity in the Suzuki reaction
T2 - Mendeleev Communications
AU - Bulygina, Ludmila Alekseevna
AU - Khrushcheva, Natalya Sergeevna
AU - Lyssenko, Konstantin Alexandrovich
AU - Peregudov, Aleksandr Sergeevich
PY - 2022
DA - 2022/04/29
PB - Mendeleev Communications
SP - 331-333
IS - 3
VL - 32
ER -
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@article{2022_Bulygina,
author = {Ludmila Alekseevna Bulygina and Natalya Sergeevna Khrushcheva and Konstantin Alexandrovich Lyssenko and Aleksandr Sergeevich Peregudov},
title = {Synthesis of unsymmetrical pincer CNN palladium complex of 8-dimethylamino-3-ferrocenylmethyl-3-azabicyclo[3.2.1]octane and its catalytic activity in the Suzuki reaction},
journal = {Mendeleev Communications},
year = {2022},
volume = {32},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.05.012},
number = {3},
pages = {331--333},
doi = {10.1016/j.mencom.2022.05.012}
}
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Bulygina, Ludmila Alekseevna, et al. “Synthesis of unsymmetrical pincer CNN palladium complex of 8-dimethylamino-3-ferrocenylmethyl-3-azabicyclo[3.2.1]octane and its catalytic activity in the Suzuki reaction.” Mendeleev Communications, vol. 32, no. 3, Apr. 2022, pp. 331-333. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2022.05.012.

Keywords

bicyclic ligand precursor
ferrocene
Palladium complexes
Suzuki reaction
unsymmetrical pincer complexes

Abstract

New bicyclic unsymmetrical CNN palladium 5,6-membered pincer complex was synthesized from 3-ferrocenylmethyl-8-dimethylamino-3-azabicyclo[3.2.1]octane by its direct cyclo-palladation with Li2PdCl4 or Na2PdCl4 and sodium acetate in MeOH. The obtained complex exhibited high catalytic activity in the Suzuki cross-coupling between aryl bromides and phenylboronic acid.

References

1.
Recent Advances in the Use of Unsymmetrical Palladium Pincer Complexes
I M., R S., B I., MT H., E D.
Current Organic Chemistry, 2009
3.
Catalysis by Palladium Pincer Complexes
Selander N., Szabó K.J.
Chemical Reviews, 2010
4.
Non-symmetric pincer ligands: complexes and applications in catalysis
5.
Chiral palladium pincer complexes for asymmetric catalytic reactions.
Liu J., Gong J., Song M.
Organic and Biomolecular Chemistry, 2019
6.
Vasil’ev A.A., Burukin A.S., Zhdankina G.M., Zlotin S.G.
Mendeleev Communications, 2021
8.
10.1016/j.mencom.2022.05.012_b0040
Lopez
J. Organomet. Chem., 2002
10.
Synthesis, structure and coordination chemistry of mono- and bis-heterocyclic-ferrocenyl derivatives
Isaac C.J., Price C., Horrocks B.R., Houlton A., Elsegood M.R., Clegg W.
Journal of Organometallic Chemistry, 2000
11.
Application of the ferrocene-containing chelated palladacycles as catalysts in the Suzuki reaction
12.
Unsymmetrical pincer CNN palladium complex of 7-ferrocenylmethyl-3-methyl-3,7-diazabicyclo[3.3.1]nonane
Bulygina L.A., Kagramanov N.D., Khrushcheva N.S., Lyssenko K.A., Peregudov A.S., Sokolov V.I.
Journal of Organometallic Chemistry, 2017
13.
Palladacycle (BPC) antitumour activity against resistant and metastatic cell lines: The relationship with cytosolic calcium mobilisation and cathepsin B activity
Bechara A., Barbosa C.M., Paredes-Gamero E.J., Garcia D.M., Silva L.S., Matsuo A.L., Nascimento F.D., Rodrigues E.G., Caires A.C., Smaili S.S., Bincoletto C.
European Journal of Medicinal Chemistry, 2014
14.
Heterodi‐ (Fe, Pd/Pt) and Heterotrimetallic (Fe 2 , Pd) Complexes Derived from 4‐(Ferrocenylmethyl)‐ N ‐(2‐methoxyethyl)‐3,5‐­diphenylpyrazole as Potential Antitumoral Agents
Guillén E., González A., López C., Basu P.K., Ghosh A., Font‐Bardía M., Calvis C., Messeguer R.
European Journal of Inorganic Chemistry, 2015
15.
Heterometallic Multinuclear Complexes as Anti-Cancer Agents-An Overview of Recent Developments
van Niekerk A., Chellan P., Mapolie S.F.
European Journal of Inorganic Chemistry, 2019
17.
Cyclopalladated organosilane–tethered thiosemicarbazones: novel strategies for improving antiplasmodial activity
Adams M., Barnard L., de Kock C., Smith P.J., Wiesner L., Chibale K., Smith G.S.
Dalton Transactions, 2016
19.
10.1016/j.mencom.2022.05.012_b0095
Moyano
Angew. Chem., Int. Ed., 1865
20.
Cyclopalladate complex of 3-benzyl-7-methyl-3,7-diazabicyclo[3.3.1]nonane
Bulygina L.A., Khrushcheva N.S., Peregudov A.S., Sokolov V.I.
Russian Chemical Bulletin, 2016
22.
Novel synthesis of a non-symmetric N1CN2Pd(II) pincer complex by a tandem reaction using a meta-hydroxylated imine ligand
Avila-Sorrosa A., Jiménez-Vázquez H.A., Reyes-Arellano A., Pioquinto-Mendoza J.R., Toscano R.A., González-Sebastián L., Morales-Morales D.
Journal of Organometallic Chemistry, 2016
23.
Palladacycles in catalysis - A critical survey
Beletskaya I.P., Cheprakov A.V.
Journal of Organometallic Chemistry, 2004
24.
The palladium slow-release pre-catalysts and nanoparticles in the "phosphine-free" Mizoroki-Heck and Suzuki-Miyaura reactions
Sigeev A.S., Peregudov A.S., Cheprakov A.V., Beletskaya I.P.
Advanced Synthesis and Catalysis, 2015
25.
Mimics of Pincer Ligands: An Accessible Phosphine-Free N-(Pyrimidin-2-yl)-1,2-azole-3-carboxamide Framework for Binuclear Pd(II) Complexes and High-Turnover Catalysis in Water
Kletskov A.V., Bumagin N.A., Petkevich S.K., Dikusar E.A., Lyakhov A.S., Ivashkevich L.S., Kolesnik I.A., Potkin V.I.
Inorganic Chemistry, 2020