Synthesis, spectroscopic, cyclic voltammetry properties and molecular structure of the thiocyanato-N meso-tetratolylporphyrinato zinc(II) ion complex

Zouhour Denden (1) , Wafa Harhouri (1) , Leila Ben Haj Hassen (1) , Yoann Rousselin (2) , Eric Saint-Aman (3) , Habib Nasri (1)

1 Laboratoire Physico-Chimie des Matériaux [Monastir]
2 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]
3 DCM - CIRE - Département de Chimie Moléculaire - Chimie Inorganique Redox

This paper describes the synthesis of the (thiocyanato-N)(meso-tetratolylporphyrinato)zinc(II) chlorobenzene monosolvate complex with the formula [K(2,2,2-crypt)][Zn(TTP)(NCS)]·C6H5Cl (I) using the cryptand-222 to solubilize potassium thiocyanate in chlorobenzene solvent. Complex (I) has been characterized by elementary analysis, IR, UV–vis, 1H NMR and MS, and the structure of this new zinc(II) metalloporphyrin been examined crystallographically. A cyclic voltammetry investigation was also carried out on this species. The title compound crystallizes in the triclinic, space group P-1, with a = 11.5151(7) Å, b = 15.212(10) Å, c = 20.1093(12) Å, α = 80.428(4)°, β = 74.926(4)°, γ = 84.704(4)°, V = 3364.7(4) Å3, Z = 2 and Dcal = 1.303 g cm−3. The porphyrin macrocycle of (I) exhibits moderate ruffling and saddle distortions. In the crystal, the [Zn(TTP)(NCS)]− ion complexes, the [K(2,2,2-crypt)]+ counterions and the chlorobenzene solvent molecules are involved in a number of weak C__H⋯S and C–H⋯π intermolecular interactions forming a three-dimensional framework.

Mots clés: Zinc porphyrin complex; X-ray diffraction; UV–visible; Cyclic voltammetry

Domaines: Chimie

Zouhour Denden, Wafa Harhouri, Leila Ben Haj Hassen, Yoann Rousselin, Eric Saint-Aman, et al.. Synthesis, spectroscopic, cyclic voltammetry properties and molecular structure of the thiocyanato-N meso-tetratolylporphyrinato zinc(II) ion complex. Journal of Molecular Structure, 2017, 1133, pp.472 - 478. ⟨10.1016/j.molstruc.2016.11.080⟩. ⟨hal-01486048⟩