Mild and Regioselective Hydroxylation of Methyl Group in Neocuproine: Approach to an N,O-Ligated Cu6 Cage Phenylsilsesquioxane Full article
Journal |
Organometallics
ISSN: 0276-7333 , E-ISSN: 1520-6041 |
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Output data | Year: 2018, Volume: 37, Number: 2, Pages: 168-171 Pages count : 4 DOI: 10.1021/acs.organomet.7b00845 | ||||||||||
Tags | O-2-H2O2-VANADIUM DERIVATIVE-PYRAZINE-2-CARBOXYLIC ACID; HYDROGEN-PEROXIDE; HYDROCARBON OXYGENATIONS; PALLADIUM COMPLEXES; DIOXYGEN ACTIVATION; CATALYTIC-ACTIVITY; ALKANE OXIDATION; COPPER-COMPLEXES; VANADATE ANION; MECHANISM | ||||||||||
Authors |
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Affiliations |
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Funding (5)
1 | The Ministry of Education and Science of the Russian Federation | |
2 | Russian Foundation for Basic Research | 16-03-00254 (АААА-А16-116020350251-6) |
3 | The Ministry of Education and Science of the Russian Federation | 14.619.21.0007 (RFMEFI61917X0007)(АААА-А18-118011190114-0) |
4 | Russian Foundation for Basic Research | 17-03-00993 |
5 | Russian Foundation for Basic Research | 16-29-05180 (АААА-А16-116031110127-4) |
Abstract:
The self-assembly synthesis of Cu(II)-silsesquioxane involving 2,9-dimethyl-1,10-phenanthroline (neocuproine) as an additional N ligand at copper atoms was performed. The reaction revealed an unprecedented aerobic hydroxylation of only one of the two methyl groups in neocuproine to afford the corresponding geminal diol. The produced derivative of oxidized neocuproine acts as a two-centered N,O ligand in the assembly of the hexacopper cage product [Cu6(Ph5Si5O10)2·(C14H11N2O2)2] (1), coordinating two of the six copper centers in the product. Two siloxanolate ligands [PhSi(O)O]5 in the cis configuration coordinate to the rest of the copper(II) ions. Compound 1 is a highly efficient homogeneous precatalyst in the oxidation of alkanes and alcohols with peroxides.
Cite:
Bilyachenko A.N.
, Levitsky M.M.
, Khrustalev V.N.
, Zubavichus Y.V.
, Shul’pina L.S.
, Shubina E.S.
, Shul’pin G.B.
Mild and Regioselective Hydroxylation of Methyl Group in Neocuproine: Approach to an N,O-Ligated Cu6 Cage Phenylsilsesquioxane
Organometallics. 2018. V.37. N2. P.168-171. DOI: 10.1021/acs.organomet.7b00845 WOS Scopus РИНЦ
Mild and Regioselective Hydroxylation of Methyl Group in Neocuproine: Approach to an N,O-Ligated Cu6 Cage Phenylsilsesquioxane
Organometallics. 2018. V.37. N2. P.168-171. DOI: 10.1021/acs.organomet.7b00845 WOS Scopus РИНЦ
Dates:
Submitted: | Nov 24, 2017 |
Published online: | Jan 8, 2018 |
Published print: | Jan 22, 2018 |
Identifiers:
Web of science | WOS:000423255600002 |
Scopus | 2-s2.0-85040930181 |
Elibrary | 35543830 |
Chemical Abstracts | 2018:37008 |
Chemical Abstracts (print) | 168:113361 |
OpenAlex | W2782874979 |