80833-74-5Relevant academic research and scientific papers
Novel thiophene-based cycloruthenated compounds: Synthesis, characterization, and reactivity
Cuesta, Luciano,Maluenda, Irene,Soler, Tatiana,Navarro, Rafael,Urriolabeitia, Esteban P.
experimental part, p. 37 - 45 (2011/02/27)
The reactions between a series of thiophene-based imines with [(η6-C6H6)RuCl(μ-Cl)]2, in a basic medium, and in MeCN give a family of ruthenacycles of stoichiometry [Ru(C∧N)(NCMe)4]PF6 (C∧N = orthometalated thiopheneimine). In these species, the C-H activation process is produced in most cases at the thiophene ring. When two C-H bonds are competing (thiophene vs aryl), the cyclometalation can be driven regioselectively to the thiophene unit or to the aryl ring as a function of the location of the iminic C = N bond. Cyclometalation can also be oriented to positions 2 or 3 of the thiophene depending on the situation of the imine in the heterocycle (3 or 2, respectively). In all studied cases, the η6-C6H 6 ligand was substituted by acetonitrile. The X-ray structures of two representative complexes have been determined. These thiophene-based metallacycles react with iodine under very mild conditions affording, after hydrolysis, substituted 3-iodo-2-formyl(benzo)thiophenes or substituted 2-iodo-3-formyl(benzo)thiophenes, as a function of the organometallic precursor.
Synthesis of imines, diimines and macrocyclic diimines as possible ligands, in aqueous solution
Simion, Alina,Simion, Cristian,Kanda, Tadeshige,Nagashima, Satoko,Mitoma, Yoshiharu,Yamada, Tomoko,Mimura, Keisuke,Tashiro, Masashi
, p. 2071 - 2078 (2007/10/03)
Although it is recognized that the presence of water is disadvantageous for imine synthesis, we demonstrate that such synthesis can be effective in completely aqueous media, without any catalyst and under mild conditions. Thus, arylaryl, aryl-alkyl, alkyl-aryl and alkyl-alkyl monoimines as well as a large variety of diimines are obtained by direct condensation of the corresponding carbonyl compounds and amines, in water. The same process is used to synthesize macrocyclic diimines starting from methylene, ethylene, trimethylene and tetramethylene glycol bis(2-formylphenyl ether) and ethylene-, trimethylene- and tetramethylene-diamine, some of these macrocycles being known for their chelating properties.
