Efficient synthesis of isoindolones by intramolecular cyclisation of pyridinylbenzoic acids.

A straightforward one-pot method for the synthesis of unreported pyrido-[2,1-]isoindolones in excellent yield is described. Two novel isoindolones were synthesized and fully characterized. The alkyl substituents on the pyridine play an important role in the outcome of the reaction.

Tautomerism and Self-Association in the Solution of New Pinene-Bipyridine and Pinene-Phenanthroline Derivatives.

Two novel pinene-type ligands have been synthesized and their tautomeric and self-associating behavior studied in solution and in the solid state. The first ligand, an acetylated derivative of 5,6-pinene-bipyridine, displays keto-enol tautomerism in solution. This tautomeric equilibrium was studied by NMR and UV-Vis spectroscopy in various solvents, and the results were compared with the ones obtained through DFT calculations.

Versatile synthesis of chiral 6-oxoverdazyl radical ligands - new building blocks for multifunctional molecule-based magnets.

A versatile synthetic methodology to access the first family of chiral verdazyl N,N'-chelate ligands is described and exemplified by N,N'-dimethyl-, N,N'-di-isopropyl- and N,N'-diphenyl oxoverdazyls bearing two isomers of the pinene-pyridine functional group. Their physical properties were probed by X-band EPR spectroscopy, cyclic voltammetry and DFT calculations. Preliminary reactivity studies show they can act as N,N'-chelate ligands affording a chiral 1 : 1 complex (3b) with CuCl2, which was characterized by single-crystal X-ray diffraction.

Synthesis of hydrophilic and hydrophobic carbon quantum dots from waste of wine fermentation.

Wine lees are one of the main residues formed in vast quantities during the fermentation of wine. While toxic when applied to plants and wetlands, it is a biodegradable material, and several alternatives have been proposed for its valorization as: dietary supplement in animal feed, source for various yeast extracts and bioconversion feedstock. The implementation of stricter environment protection regulations resulted in increasing costs for wineries as their treatment process constitutes an unavoidable and expensive step in wine production.

Enantiopure, supramolecular helices containing three-dimensional tetranuclear lanthanide(III) arrays: synthesis, structure, properties, and solvent-driven trinuclear/tetranuclear interconversion.

The enantiomerically pure pinene-bipyridine-based receptor, (-) or (+) L(-), diastereoselectively self-assembles in dry acetonitrile in the presence of Ln(III) ions (Ln = La, Pr, Nd, Sm, Eu, Gd, and Tb) to give a C3-symmetrical, pyramidal architecture with the general formula [Ln4(L)9(mu3-OH)](ClO4)2) (abbreviated as tetra-Ln4L9). Three metal centers shape the base: an equilateral triangle surrounded by two sets of helically wrapping ligands with opposite configurations. This part of the structure is very similar to the species [Ln3(L)6(mu3-OH)(H2O)3](ClO4)2) (recently reported by us and abbreviated as tris-LnL2) formed by the ligand and the Ln(III) ions when the reactions are performed in methanol.

Lanthanide class of a trinuclear enantiopure helical architecture containing chiral ligands: synthesis, structure, and properties.

The pinene-bipyridine carboxylic derivatives (+)- and (-)-HL, designed to form configurationally stable lanthanide complexes, proved their effectiveness as chiral building blocks for the synthesis of lanthanide-containing superstructures. Indeed a self-assembly process takes place with complete diastereoselectivity between the enantiomerically pure ligand L(-) and Ln(III) ions (La, Pr, Nd, Sm, Eu, Gd, Tb, Dy, Ho, Er), thus leading to the quantitative formation of a trinuclear supramolecular architecture with the general formula [Ln(3)(L)(6)(mu(3)-OH)(H(2)O)(3)](ClO(4))(2) (abbreviated as tris(Ln[L](2))). This class of C(3)-symmetrical compounds was structurally characterized in the solid state and solution.

Coordination chemistry of tetradentate N-donor ligands containing two pyrazolyl-pyridine units separated by a 1,8-naphthyl spacer: dodecanuclear and tetranuclear coordination cages and cyclic helicates.

The tetradentate ligand L(naph) contains two N-donor bidentate pyrazolyl-pyridine units connected to a 1,8-naphthyl core via methylene spacers; L45 and L56 are chiral ligands with a structure similar to that of L(naph) but bearing pinene groups fused to either C4 and C5 or C5 and C6 of the terminal pyridyl rings. The complexes [Cu(L(naph))](OTf) and [Ag(L(naph))](BF4) have unremarkable mononuclear structures, with Cu(I) being four-coordinate and Ag(I) being two-coordinate with two additional weak interactions (i.e.

Helicates of chiragen-type ligands and their aptitude for chiral self-recognition.

Two (-)-5,6-pinene-bipyridine moieties connected by a para-xylylene bridge (so-called chiragen-type ligands), (-)-L1, undergo self-assembly upon reaction with equimolar amounts of CuI to form enantiopure circular hexanuclear P-helicates. If both enantiomers of L1 are used, mixtures of P and M hexanuclear helicates are exclusively obtained through a complete chiral recognition; that is, no mixing of the (+) and (-) ligands, respectively, occurs upon complexation. This was proven by a) NMR spectroscopy where identical spectra to those for complexes with the enantiomerically pure ligands were obtained and b) circular dichroism (CD) spectroscopy.

Luminescence-detected phase transitions in lanthanide-containing liquid crystals.

Complexes between lanthanide nitrates and a pro-mesogenic 18-membered diaza-substituted coronand are luminescent both as powders and liquid crystals (between 87 and 195 degrees C), and the phase transitions are detected by monitoring luminescence intensity and lifetime.

Completely Stereospecific Self-Assembly of a Circular Helicate.

A nanoscale turbine wheel is an apt description of the structure of the enantiomerically pure helicate [Ag (L2) ] (1), which precipitates as PF salt on mixing dissolved AgPF with the ligand L2 (a bis-bidentate ligand comprising two condensed α-pinene/bipyridine units linked by a xylylene bridge). The helicate has an outer diameter of about 3 nm and an inner diameter of 0.84 nm, and is a potential model for the study of stereospecific recognition processes.