Methyl-3-(3-hydroxy-3-(4-(piperidin-1-yl)phenyl)-prop-2-enoyl)benzoate

Abstract

The title compound was synthesized and characterized for the first time by 1H, 13C NMR, high-resolution mass spectra and single-crystal X-ray diffraction.

Rational design of efficient photosensitizers based on cyclometalated iridium(iii) complexes with 2-arylbenzimidazole and aromatic 1,3-diketone ligands

“…63 Preparation of methyl 3-[3-hydroxy-3-(4-piperidin-1-ylphenyl)prop-2-enoyl]-benzoate ( L 4 ) is described in ref. 38. Preparation of iridium( iii ) complexes was carried out under dry argon.…”

“…Guided by the fact that the ancillary ligand should provide strong binding of the dye to the semiconductor surface, which is usually achieved by the incorporation of anchoring carboxy-group(s) into the ligand, and simultaneously aiming at decreasing the Ir 4+ /Ir 3+ redox potential, we have synthesized new aromatic β-diketones containing a carboxymethyl group and donating thiophene or 4-piperydylphenyl moieties, which shift the unoccupied orbital localization towards the anchoring functionality. 11,38 Such 1,3-diketones are readily available via soft acylation 39 that allows for introducing various functional fragments into the aromatic rings of the 1,3-diketones making the electronic and structural properties of the ligands more tunable. 40 The ester group of the already coordinated 1,3-diketonate can be easily hydrolyzed producing the corresponding complex iridium( iii ) salt, which is suitable for sensitization of titania photoanodes.…”