Cyanosilylation of Aldehydes Catalyzed by Iron(III) Arylhydrazone-β-Diketone Complexes

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. © CSIRO 2018.

Authors
Gurbanov A.V. 1, 2 , Maharramov A.M.2 , Zubkov F.I. 3 , Saifutdinov A.M.4, 5 , Guseinov F.I.6, 7
Journal
Australian Journal of Chemistry
Publisher
CSIRO
Number of issue
2-3
Language
English
Pages
190-194
Status
Published
Link
External link
DOI
10.1071/CH17595
Volume
71
Year
2018
Organizations
  • 1 Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Avenue Rovisco Pais, Lisbon, 1049-001, Portugal
  • 2 Organic Chemistry Department, Baku State University, Z. Xalilov Street 23, Az, Baku, 1148, Azerbaijan
  • 3 Organic Chemistry Department, Faculty of Science, Peoples Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya Street, Moscow, 117198, Russian Federation
  • 4 Kazan National Research Technological University, Karl Marx Street 68, Kazan, Republic of Tatarstan, 420015, Russian Federation
  • 5 Institute for Chemistry and Biology, Immanuel Kant Baltic Federal University, Universitetskaya Street, Kaliningrad, 236000, Russian Federation
  • 6 National University of Science and Technology (MISIS), Moscow Leninsky Prospect 4, Moscow, 119049, Russian Federation
  • 7 Zelinskiy Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russian Federation
Keywords
Aldehydes; Catalysis; Ketones; Arylhydrazone; Cyanosilylation; Diketones; High yield; Homogeneous catalyst; Reaction catalyzed; Trimethylsilyl cyanide; Trimethylsilyl ethers; Iron compounds
Date of creation
19.10.2018
Date of change
12.08.2021
Short link
https://repository.rudn.ru/en/records/article/record/7407/
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