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

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.

(E)-1-(2,6-Dichlorophenyl)-2-(3-nitrobenzylidene)hydrazine: crystal structure and Hirshfeld surface analysis

“…The analytical and catalytic properties of this class of compounds are strongly dependent on the groups attached to the hydrazone moiety (Shixaliyev et al, 2019). On the other hand, intermolecular interactions organize molecular architectures, which play a critical role in synthesis, catalysis, micellization, etc (Akbari et al, 2017;Gurbanov et al, 2018;Mahmoudi et al, 2018 and references cited therein). New types of weak interactions such as halogen, chalcogen, pnictogen and tetrel bonds or their cooperation with hydrogen bonds are able to drive the synthesis and catalysis, as well as improve properties of materials (Mizar et al, 2012;Mahmudov et al, 2019 and references cited therein).…”

Crystal structure and Hirshfeld surface analysis of (E)-3-(benzylideneamino)-5-phenylthiazolidin-2-iminium bromide

“…Sulfur and nitrogen-containing heterocycles maintain their importance as key fragments of drugs and medicinally active compounds (Pathania et al, 2019). Moreover, azomethinecontaining structural motifs have been widely employed for industrial purposes as they exhibit a broad range of biological activities, and are used in synthesis, catalysis and the design of materials (Gurbanov et al, 2017(Gurbanov et al, , 2018Mahmoudi et al, 2018a,b,c;Mamedov et al, 2018). Nowadays, N-ligands are key players in a wide diversity of fields, namely in coordination, metal-organic, pharmaceutical and medicinal chemistry, biologically active compounds, catalysis, non-covalent interactions and supramolecular assemblies (Maharramov et al, 2011(Maharramov et al, , 2018Mahmudov et al, 2013Mahmudov et al, , 2014Mahmudov et al, , 2017aMahmudov et al, ,b, 2019Mamedov et al, 2015).…”

Crystal structure and Hirshfeld surface analysis of (E)-1-(2,6-dichlorophenyl)-2-(2-nitrobenzylidene)hydrazine

“…On the other hand, intermolecular interactions organize the molecular architectures, which play a critical role in synthesis, catalysis, micellization, etc. (Akbari Afkhami et al, 2017;Gurbanov et al, 2017Gurbanov et al, , 2018Kopylovich et al, 2011a,b;Ma et al, 2017a,b;Mahmoudi et al, 2016Mahmoudi et al, , 2017aMahmoudi et al, ,b,c, 2018a. New types of non-covalent bonds such as halogen, chalcogen, pnictogen and tetrel bonds or their cooperation with hydrogen bonds are able to contribute to the synthesis and catalysis, giving materials with improved properties (Mahmudov et al, 2013(Mahmudov et al, , 2014b(Mahmudov et al, , 2015(Mahmudov et al, , 2017a(Mahmudov et al, ,b, 2019Mizar et al, 2012;Shixaliyev et al, 2013Shixaliyev et al, , 2014.…”