Cyanosilylation of Aldehydes Catalyzed by Iron(iii) Arylhydrazone-β-Diketone Complexes
Atash V. Gurbanov A B H , Abel M. Maharramov B , Fedor I. Zubkov C , Alexander M. Saifutdinov D E and Firudin I. Guseinov F G
+ Author Affiliations
- Author Affiliations
A Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Avenue Rovisco Pais, 1049–001 Lisbon, Portugal.
B Organic Chemistry Department, Baku State University, Z. Xalilov Street 23, Az 1148 Baku, Azerbaijan.
C Organic Chemistry Department, Faculty of Science, Peoples’ Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, 117198 Moscow, Russian Federation.
D Kazan National Research Technological University, Karl Marx Street 68, 420015 Kazan, Republic of Tatarstan, Russian Federation.
E Institute for Chemistry and Biology, Immanuel Kant Baltic Federal University, Universitetskaya Street, 236000 Kaliningrad, Russian Federation.
F National University of Science and Technology (MISIS), Moscow Leninsky Prospect 4, 119049 Moscow, Russian Federation.
G Zelinskiy Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, 119991 Moscow, Russian Federation.
H Corresponding author. Email: organik10@hotmail.com
Australian Journal of Chemistry 71(3) 190-194 https://doi.org/10.1071/CH17595
Submitted: 19 November 2017 Accepted: 1 February 2018 Published: 20 February 2018
Abstract
Two known iron(iii) complexes, [Fe(H2O)3(L1)]·xH2O (x = 4 (1), 5 (2)) and [Fe(H2O)3(L2)]·3H2O (3), bearing the basic forms of 5-chloro-3-(2-(4,4-dimethyl-2,6-dioxocyclohexylidene)hydrazinyl)-2-hydroxybenzenesulfonic acid (H3L1) and 3-(2-(2,4-dioxopentan-3-ylidene)hydrazinyl)-2-hydroxy-5-nitrobenzenesulfonic acid (H3L2), were prepared and used as homogeneous catalysts for cyanosilylation of a variety of aldehydes with trimethylsilyl cyanide leading to the corresponding cyanohydrin trimethylsilyl ethers. High yield (up to 98 %) was observed in the reaction catalyzed by 3 at room temperature in methanol.
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