Macrocycles with a phenothiazine core: synthesis, structural analysis, and electronic properties

Ilisca Medrut (1) , Raluca Turdean (1) , Radu Gropeanu (1) , Flavia Pop (1) , Loïc Toupet (2) , Niculina D. Hadade (1) , Elena Bogdan (1) , Ion Grosu (1)

1 Organic Chemistry
2 IPR - Institut de Physique de Rennes

New phenothiazine macrocycles with polyethyleneoxy chains were synthesized in good yields by reacting 10-ethyl-10H-3,7-di(3-hydroxyphenyl)phenothiazine with diiodurated or ditosylated polyethyleneglycols. Their structures were investigated by NMR spectroscopy and single crystal X-ray crystallography in the case of one compound. The electronic properties were determined by absorption spectroscopy and cyclic voltammetry and their complexation ability for alkali cations was investigated by ES-HRMS.

Mots clés: Phenothiazines; Macrocycles; X-ray molecular structure; C-H⋯π interactions; ES-HRMS investigations

Domaines: Chimie organique

Ilisca Medrut, Raluca Turdean, Radu Gropeanu, Flavia Pop, Loïc Toupet, et al.. Macrocycles with a phenothiazine core: synthesis, structural analysis, and electronic properties. Tetrahedron Letters, 2013, 54 (9), pp.1107-1111. ⟨10.1016/j.tetlet.2012.12.068⟩. ⟨hal-00854471⟩