Home / Publications / β-Cyclodextrin-stabilized Cu nanoparticles catalyzed C-O coupling to access 2-aryloxypyridines

β-Cyclodextrin-stabilized Cu nanoparticles catalyzed C-O coupling to access 2-aryloxypyridines

Yongsheng Zhou 1
Yongsheng Zhou
, 
Ya-Juan Fan 2
Ya-Juan Fan
, 
Liang Wang 1, 2
Liang Wang
1 School of Petrochemical Engineering, Changzhou University, Changzhou, China
2 School of Chemical and Pharmaceutical Engineering, Changzhou Vocational Institute of Engineering, Changzhou, P.R. China
10.1016/j.mencom.2024.02.035
Published 2024-02-19
Communication , Volume 34, Issue 2, 270-271
2
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Zhou Y., Fan Y., Wang L. β-Cyclodextrin-stabilized Cu nanoparticles catalyzed C-O coupling to access 2-aryloxypyridines // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 270-271.
GOST all authors (up to 50) Copy
Zhou Y., Fan Y., Wang L. β-Cyclodextrin-stabilized Cu nanoparticles catalyzed C-O coupling to access 2-aryloxypyridines // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 270-271.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2024.02.035
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.035
TI - β-Cyclodextrin-stabilized Cu nanoparticles catalyzed C-O coupling to access 2-aryloxypyridines
T2 - Mendeleev Communications
AU - Zhou, Yongsheng
AU - Fan, Ya-Juan
AU - Wang, Liang
PY - 2024
DA - 2024/02/19
PB - Mendeleev Communications
SP - 270-271
IS - 2
VL - 34
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2024_Zhou,
author = {Yongsheng Zhou and Ya-Juan Fan and Liang Wang},
title = {β-Cyclodextrin-stabilized Cu nanoparticles catalyzed C-O coupling to access 2-aryloxypyridines},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.035},
number = {2},
pages = {270--271},
doi = {10.1016/j.mencom.2024.02.035}
}
MLA
Cite this
MLA Copy
Zhou, Yongsheng, et al. “β-Cyclodextrin-stabilized Cu nanoparticles catalyzed C-O coupling to access 2-aryloxypyridines.” Mendeleev Communications, vol. 34, no. 2, Feb. 2024, pp. 270-271. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.035.

Keywords

2-aryloxypyridines
C–O coupling
copper nanoparticles
rongalite
β-cyclodextrin.

Abstract

β-Cyclodextrin-stabilized Cu nanoparticles were prepared from CuSO4⋅5H2O using sodium hydroxymethanesulfinate (rongalite) as the reducing agent and β-cyclodextrin as the stabilizing agent. This nanocatalyst showed good catalytic activities in the C-O coupling of phenols with 2-bromopyridine providing 2-aryloxypyridines in moderate to good yields. The catalyst can be recovered and reused five times with slight decrease in its activity.

References

.
Rzhevskiy S.A., Topchiy M.A., Bogachev V.N., Minaeva L.I., Cherkashchenko I.R., Lavrov K.V., Sterligov G.K., Nechaev M.S., Asachenko A.F.
Mendeleev Communications, 2021
.
Rongalite: A Useful Green Reagent in Organic Synthesis
Kotha S., Khedkar P.
Chemical Reviews, 2011
.
Synthesis and characterization of copper nanoparticles by reducing agent
Chandra S., Kumar A., Tomar P.K.
Journal of Saudi Chemical Society, 2014
.
A green synthesis of copper nanoparticles using native cyclodextrins as stabilizing agents
Suárez-Cerda J., Espinoza-Gómez H., Alonso-Núñez G., Rivero I.A., Gochi-Ponce Y., Flores-López L.Z.
Journal of Saudi Chemical Society, 2017
.
Enhanced Catalytic Properties of Copper in O- and N-Arylation and Vinylation Reactions, Using Phosphorus Dendrimers as Ligands
Ouali A., Laurent R., Caminade A., Majoral J., Taillefer M.
Journal of the American Chemical Society, 2006
.
Significantly Improved Method for the Pd-Catalyzed Coupling of Phenols with Aryl Halides: Understanding Ligand Effects
Burgos C.H., Barder T.E., Huang X., Buchwald S.L.
Angewandte Chemie - International Edition, 2006
.
Cu-nanoparticle catalyzed O-arylation of phenols with aryl halides via Ullmann coupling
Kidwai M., Mishra N.K., Bansal V., Kumar A., Mozumdar S.
Tetrahedron Letters, 2007
.
Synthesis and Structure−Activity Relationships of Trisubstituted Phenyl Urea Derivatives as Neuropeptide Y5 Receptor Antagonists
Fotsch C., Sonnenberg J.D., Chen N., Hale C., Karbon W., Norman M.H.
Journal of Medicinal Chemistry, 2001
.
Copper-in-Charcoal (Cu/C) Promoted Diaryl Ether Formation
Lipshutz B.H., Unger J.B., Taft B.R.
Organic Letters, 2007
.
Palladium-Catalyzed Acylation of sp2 C−H bond: Direct Access to Ketones from Aldehydes
Jia X., Zhang S., Wang W., Luo F., Cheng J.
Organic Letters, 2009
.
Solvent-Dependent Surface Plasmon Response and Oxidation of Copper Nanocrystals
Rice K.P., Walker E.J., Stoykovich M.P., Saunders A.E.
Journal of Physical Chemistry C, 2011
.
Cyclodextrins as multitask agents for metal nano-heterogeneous catalysis: a review
Noël S., Léger B., Ponchel A., Sadjadi S., Monflier E.
Environmental Chemistry Letters, 2021
.
Efficient, selective deprotection of aromatic acetates catalyzed by Amberlyst-15 or iodine
Das B., Banerjee J., Ramu R., Pal R., Ravindranath N., Ramesh C.
Tetrahedron Letters, 2003