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Enantiomers (2S, 4S)- and (2R, 4R)-3-(naphthalene-1-ylmethyl) pentane-2,4-diols were synthesized by the reduction of (Z)-4-hydroxy-3-(naphthalene-1-ylmethyl) pent-3-en-2-one with NaBH4 in methanol (MeOH). Crystallization in dichloromethane of this racemic mixture led to simple crystals with a crystalline habit with similar morphologies; however, in a group of them, it was possible to find a barely observable difference that allowed determining a crystal structure for each of the enantiomers, the 2S,4S, and the 2R,4R.

Fluorination of pharmaceutical agents has afforded crucial modifications to their pharmacological profiles, leading to important advances in medicinal chemistry. On the other hand, metallodrugs are considered to be valuable candidates in the treatment of several diseases, albeit with the caveat that they may exhibit pharmacological disadvantages, such as poor water solubility, low bioavailability and short circulating time. To surmount these limitations, two approaches have been developed: one based on the design of novel metallodrug-delivering carriers and the other based on optimizing the structure of the ligands bound to the metal center. In this context, fluorination of the ligands may bring beneficial changes (physicochemical and biological) that can help to elude the aforementioned drawbacks. Thus, in this review, we discuss the use of fluorinated ligands in the design of metallodrugs that may exhibit potential anticancer activity.

Mechanochemistry is considered an alternative attractive greener approach to prepare diverse molecular compounds and has become an important synthetic tool in different fields (e.g., physics, chemistry, and material science) since is considered an ecofriendly procedure that can be carried out under solvent free conditions or in the presence of minimal quantities of solvent (catalytic amounts). Being able to substitute, in many cases, classical solution reactions often requiring significant amounts of solvents. These sustainable methods have had an enormous impact on a great variety of chemistry fields, including catalysis, organic synthesis, metal complexes formation, preparation of multicomponent pharmaceutical solid forms, etc. In this sense, we are interested in highlighting the advantages of mechanochemical methods on the obtaining of pharmaceutical cocrystals. Hence, in this review, we describe and discuss the relevance of mechanochemical procedures in the formation of multicomponent solid forms focusing on pharmaceutical cocrystals. Additionally, at the end of this paper, we collect a chronological survey of the most representative scientific papers reporting the mechanochemical synthesis of cocrystals.

In the title compound, [ZnBr3(C4H12N5)], the ZnII cation is tetrahedrally coordinated by three bromide ions and the (N-{amino[(diaminomethylene)amino]methylene}-N-methylmethanaminium) cation that binds through the central N atom. The complex is of interest as a potential antidiabetic drug of the biguanide family. The crystal structure is stabilized by an extensive series of N—H...Br and C—H...Br hydrogen bonds, which combine to form a three-dimensional structure.

The asymmetric unit of the title compound, C11H16N2O2, contains two independent conformational isomers which show intramolecular aromatic–imine O—H...N hydrogen bonds. In the crystal, neighboring molecules are linked through intermolecular aliphatic–aliphatic O—H...N, aliphatic–aromatic N—H...O and C—H...O interactions into hydrogen-bonded layers parallel to the ab plane.

Among their many applications, metal pincer complexes are of interest for their properties as catalysts in cross-coupling reactions. Pincer ligands exhibit tridentate coordination to the metal center and occupy the meridional positions forming two chelate rings. The two Ni(II) POCOP pincer complexes with a fluorothiophenolate ligand reported herein, with formulas [Ni(SC6F4-4-H){C6H2-3-(C2H3O)-2,6-(OPiPr2)2}] (2) and [Ni(SC6F5){C6H2-3-(C2H3O)-2,6-(OPiPr2)2}] (3), are isostructural. Additionally, they are prepared in a facile manner from the chloride compound [NiCl{C6H2-3-(C2H3O)-2-6-(OPiPr2)2}] (1). The complexes exhibited slightly distorted square planar geometries around the metal. The fluorothiophenolate ligands are responsible of the C—H···F, C—F···π and C=O···πF interactions that contribute to stabilize the crystal structure arrays.

Molecules of the title compound, C28H22S2, are located on a crystallographic mirror plane with one half-molecule in the asymmetric unit. The dihedral angle between the phenyl ring and the naphthyl unit is 83.14 (7)°. In the crystal, molecules are interconnected by C—H...S and C—H...π interactions.