Thiophene-containing β-diketonate complex of copper(II): X-ray crystal structure and electropolymerization

Jocelyn Oyarce, Loreto Hernández, Guillermo Ahumada, Juan Pablo Soto, María Angélica del Valle, Vincent Dorcet, David Carrillo, Jean René Hamon, CECILIA CAROLINA MANZUR NAZAL

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

In this work, we report the synthesis of the asymmetrical β-diketone 1-(thiophen-2-yl)-3-(thiophen-3-yl)propane-1,3-dione (HL) and its corresponding bis(β-diketonate)copper(II) complex [Cu{1-(thiophen-2-yl)-3-(thiophen-3-yl)-1,3-propanedionate}2] (CuL2), isolated in 60 and 86% yields, respectively. These two new compounds have been characterized by elemental analysis, FT-IR and UV–Vis spectroscopy and, in the case of HL, by1H and13C NMR spectroscopy. Additionally, both compounds were authenticated by X-ray diffraction analysis. The β-diketone HL exists as its keto-enol tautomer both in solution and in the solid-state with the [sbnd]OH group adjacent to the 3-thienyl unit. The CuL2is essentially flat and the Cu(II) center adopts a perfect square planar geometry. The CuL2modified electrode was fabricated through the electropolymerization of the monomer in a 0.1 M of tetrabutylammonium tetrafluoroborate (TBATFB) in anhydrous acetonitrile solution, in the potential window −1.0 V to 1.6 V. The thin film Pt|(CuL2)nmodified electrode response was studied employing a 0.1 M of TBATFB solution in CH3CN. Likewise, the potentiostatic method was also employed to synthesize the films on Fluorine Doped Tin Oxide electrode (FTO). Images from the electrode surface were obtained using Scanning Electron Microscopy (SEM).

Original languageEnglish
Pages (from-to)277-284
Number of pages8
JournalPolyhedron
Volume123
DOIs
StatePublished - 2017
Externally publishedYes

Keywords

  • 1-(Thiophen-2-yl)-3-(thiophen-3-yl)propane-1,3-dione
  • Copper
  • Electrodeposition
  • Electropolymerization
  • X-ray diffraction analysis

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