In this paper, we report on the sensing role of the 1,2,3-triazol unit in a 1,4-diyl arrangement in a fully π-conjugated fluorescent probe 1 (cf. Scheme 1) towards the fluorometric detection of 3d metal ions. The 1,2,3-triazol-1,4-diyl-fluoroionophore 1 was designed in a donor(D)-acceptor(A) arrangement with a 1,2,3-triazol unit as a π-linker between a terpyridine (A) ionophore and a diethylaminocoumarin (D) fluorophore to study the fluorescence behavior towards the divalent 3d metal ions Mn, Fe, Co, Ni, Cu and Zn.
View Article and Find Full Text PDFPhotochem Photobiol Sci
August 2024
In this work the influence of o-fluorine substituents on the photo-dehydro-Diels-Alder (PDDA) reaction was investigated and the findings of this study were applied to the total synthesis of natural products. The reactant molecules consisted of two alkyl arylpropiolates, connected by a suberic acid tether and bearing fluorine substituents in each of the o-positions. While quantum chemical calculations suggested that a fluorine substituent prevents an attack of the adjacent carbon atom in the second C-C bond forming step of the PDDA reaction, this attack took place nevertheless.
View Article and Find Full Text PDFIsoflavones were synthesized via Suzuki-Miyaura coupling of 3-iodochromones and -methoxybenzene- and -phenolboronic acid. In our hands, conditions commonly used for similar cross couplings turned out to be unsuccessful or difficult to reproduce, for example, due to the unplanned partial cleavage of MOM-protecting groups. Using Pd(dba) as a precatalyst and tricyclohexylphosphine as an activating ligand, reliable cross-coupling conditions were identified.
View Article and Find Full Text PDFEight d-metal-containing -butylpyridinium ionic liquids (ILs) with the nominal composition (CPy)[NiMCl] or (CPy)[ZnMCl] (M = Cu, Co, Mn, Ni, Zn; CPy = -butylpyridinium) were synthesized, characterized, and investigated for their optical properties. Single crystal and powder X-ray analysis shows that the compounds are isostructural to existing examples based on other d-metal ions. Inductively coupled plasma optical emission spectroscopy measurements confirm that the metal/metal ratio is around 50 : 50.
View Article and Find Full Text PDFFifteen N-butylpyridinium salts - five monometallic [C Py] [MBr ] and ten bimetallic [C Py] [M M Br ] (M=Co, Cu, Mn, Ni, Zn) - were synthesized, and their structures and thermal and electrochemical properties were studied. All the compounds are ionic liquids (ILs) with melting points between 64 and 101 °C. Powder and single-crystal X-ray diffraction show that all ILs are isostructural.
View Article and Find Full Text PDF