1177407-06-5Relevant academic research and scientific papers
Electrode grafting by oxidation of an amine catalyzed by a ferrocenyl “antenna” through intramolecular electron transfer
Touzé, Ewen,Dabos-Seignon, Sylvie,Cauchy, Thomas,Gohier, Frédéric,Cougnon, Charles
, p. 52 - 55 (2017)
Two aminoferrocene complexes were studied by electrochemical techniques. Molecules retain the redox properties of both ferrocene and amine groups, but fundamentally different behaviours were observed depending on whether the linker between the two redox end groups was saturated (ethyl bridge) or not (ethynyl bridge). The possibility of an intramolecular electron transfer from the amine to the ferricenium moiety through the π-conjugated linker was demonstrated and the ethynyl bridge is expected to have a dual effect by facilitating both the oxidation of the amine into the cation radical and the production of aminyl radical, due to its strong electron withdrawing effect. Because of this synergy of properties, grafting of the conjugated aminoferrocene complex can occur just by oxidizing the ferrocene group without the presence of a base in solution.
Synthesis, properties, and redox behavior of ferrocenyl-1,1,4,4-tetracyano-1,3-butadienes connected by arylamine and azobenzene spacers
Shoji, Taku,Kamata, Natsumi,Maruyama, Akifumi,Ito, Shunji,Okujima, Tetsuo
, p. 1338 - 1346 (2015)
Ferrocene-substituted 1,1,4,4-tetracyano-1,3-butadienes (FcTCBDs) connected by arylamine and azobenzene spacers were prepared by the reaction of a variety of alkynes with tetracyanoethylene (TCNE) in a [2 + 2] cycloaddition, followed by retroelectrocycliz
Copper-promoted sandmeyer trifluoromethylation reaction
Dai, Jian-Jun,Fang, Chi,Xiao, Bin,Yi, Jun,Xu, Jun,Liu, Zhao-Jing,Lu, Xi,Liu, Lei,Fu, Yao
supporting information, p. 8436 - 8439 (2013/07/19)
A copper-promoted trifluoromethylation reaction of aromatic amines is described. This transformation proceeds smoothly under mild conditions and exhibits good tolerance of many synthetically relevant functional groups. It provides an alternative approach for the synthesis of trifluoromethylated arenes and heteroarenes. It also constitutes a new example of the Sandmeyer reaction.
Preparation and characterisation of iodo-functionalised azobenzene derivatives of the type I-p-C6H4-N=N-p-C6H 4-X
Siemeling, Ulrich,Bruhn, Clemens,Meier, Mario,Schirrmacher, Christian
, p. 1395 - 1401 (2009/06/20)
A broad range of azobenzene derivates of the general type I-p-C 6H4-N=N-p-C6H4-X (1) have been prepared. In the case of X = Ph (b), C≡C-Fc (e, Fc = ferrocenyl), OMe (g), Oi-Pr (i), and NMe2 (m), these compounds have been characterised by single-crystal X-ray structure analysis. In addition, the closely related 4-dimethylamino-1-(4-iodophenylazo)naphthalene 2 and 8-(4-iodophenylazo) quinoline 3 have also been prepared. Furthermore, the ferrocene derivative Fc-C≡C-p-C6H4-NH2 (4), which served as a starting material for the synthesis of I-p-C6H4-N=N-p- C6H4-C6H4C≡C-Fc (Ie), was prepared and structurally characterised by X-ray diffraction.
