Mild and Regioselective Hydroxylation of Methyl Group in Neocuproine: Approach to an N,O-Ligated Cu6 Cage Phenylsilsesquioxane | Sciact - CRIS-system of Boreskov Institute of Catalysis

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

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

Bilyachenko Alexey N. ^1,2 , Levitsky Mikhail M. ¹ , Khrustalev Victor N. ² , Zubavichus Yan V. ³ , Shul’pina Lidia S. ¹ , Shubina Elena S. ¹ , Shul’pin Georgiy B. ^4,5

Affiliations

1	Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
2	Peoples’ Friendship University of Russia (RUDN University)
3	National Research Center “Kurchatov Institute”
4	Semenov Institute of Chemical Physics, Russian Academy of Sciences
5	Plekhanov Russian University of Economics

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	Russian Foundation for Basic Research	17-03-00993
4	Russian Foundation for Basic Research	16-29-05180 (АААА-А16-116031110127-4)
5	The Ministry of Education and Science of the Russian Federation	14.619.21.0007 (RFMEFI61917X0007)(АААА-А18-118011190114-0)

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.

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 ANCAN OpenAlex

Submitted:	Nov 24, 2017
Published online:	Jan 8, 2018
Published print:	Jan 22, 2018

Web of science:	WOS:000423255600002
Scopus:	2-s2.0-85040930181
Elibrary:	35543830
Chemical Abstracts:	2018:37008
Chemical Abstracts (print):	168:113361
OpenAlex:	W2782874979

DB	Citing
Web of science	31
Scopus	31
OpenAlex	32