Cu(II)-Silsesquioxanes as Efficient Precatalysts for Chan-Evans-Lam Coupling Full article
Journal |
Journal of Organometallic Chemistry
ISSN: 0022-328X |
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Output data | Year: 2020, Volume: 906, Article number : 121022, Pages count : 7 DOI: 10.1016/j.jorganchem.2019.121022 | ||||||||||
Tags | Chan-Evans-Lam coupling; Copper complexes; Metallasilsesquioxanes; X-ray | ||||||||||
Authors |
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Affiliations |
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Funding (5)
1 | The Ministry of Education and Science of the Russian Federation | |
2 | The Ministry of Education and Science of the Russian Federation | 14.619.21.0007 (RFMEFI61917X0007)(АААА-А18-118011190114-0) |
3 | Russian Foundation for Basic Research | 17-03-00993 |
4 | Ministry of Science and Higher Education of the Russian Federation | 0239-2019-0003 |
5 | Russian Foundation for Basic Research | 19-33-90165 |
Abstract:
Two cage copper(II)silsesquioxanes, namely, tricopper complex (PhSiO1.5)8(CuO)3(TMEDA)2*(MeCN)3 Cu-1 and hexacopper complex (MeSiO1,5)12(CuO)6(Py)6*TMEDA Cu-2 were synthesized (in 30% and 16% yield, respectively) via TMEDA-assisted reactions (TMEDA = tetramethylethylenediamine). Structural features of both products were established by X-ray diffraction study. Complexes Cu-1 and Cu-2, along with some Cu(II)-silsesquioxanes reported earlier, were evaluated for the first time as precatalysts for the homogeneous Chan-Evans-Lam (CEL) O-arylation of benzoic acids (the highest yield of phenylbenzoic ester was 84%). Observed catalytic activity was superior to reference catalyst Cu(OAc)2*H2O. Finally, an application of coppersilsesquioxanes allowed to observe the first example of C-O CEL coupling under microwave activation characterized by (i) reduced loading of copper, (ii) low amount of added base, (iii) minimization of the time of reaction. © 2019 Elsevier B.V.
Cite:
Astakhov G.S.
, Levitsky M.M.
, Bantreil X.
, Lamaty F.
, Khrustalev V.N.
, Zubavichus Y.V.
, Dorovatovskii P.V.
, Shubina E.S.
, Bilyachenko A.N.
Cu(II)-Silsesquioxanes as Efficient Precatalysts for Chan-Evans-Lam Coupling
Journal of Organometallic Chemistry. 2020. V.906. 121022 :1-7. DOI: 10.1016/j.jorganchem.2019.121022 WOS Scopus РИНЦ
Cu(II)-Silsesquioxanes as Efficient Precatalysts for Chan-Evans-Lam Coupling
Journal of Organometallic Chemistry. 2020. V.906. 121022 :1-7. DOI: 10.1016/j.jorganchem.2019.121022 WOS Scopus РИНЦ
Files:
Full text from publisher
Dates:
Submitted: | Sep 25, 2019 |
Accepted: | Nov 11, 2019 |
Published online: | Nov 15, 2019 |
Published print: | Jan 15, 2020 |
Identifiers:
Web of science | WOS:000504038600003 |
Scopus | 2-s2.0-85075340550 |
Elibrary | 41811307 |
Chemical Abstracts | 2019:2245937 |
OpenAlex | W2987367297 |