A series of bispidine conjugates bearing monoterpene moieties and either l-proline or l-phenylalanine residues was synthesized. The synthesized bispidines can catalyze asymmetric ethylation of benzaldehydes with diethylzinc. The highest enantioselectivity of the addition reaction (ee 24

Based on the data obtained by molecular modeling of the non-covalent interaction of non-symmetric N-benzylbispidin-9-ol amides with the active site of the main protease 3CLpro of the SARS-CoV-2 virus, a series of compounds was synthesized, and their inhibitory activity against 3CLpro was studied and compared with that of the known inhibitor ML188 (IC50 = 1.56±0.55 µmol L−1). It was found that only compound 1g containing the 1,4-dihydroindeno[1,2-c]pyrazole fragment showed moderate activity (IC50 = 100±5.7µmol L−1) and was characterized by the highest calculated binding energy among the studied bispidine derivatives according to molecular docking data.

The possibility of the complex formation of three bispidines with copper( ii ) chloride and acetate in a deuterated DMF solution was studied by NMR titration. For all ligands, the formation of complexes with copper( ii ) chloride was clearly detected based on the changes in the signals in the proton NMR spectra. The formation of complexes with copper( ii ) acetate was not observed for any of the ligands. The results of the study can be used in the design of metal complex catalysts for the Henry reaction.

Spirocyclic quaternary ammonium salts of N-benzyl-1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonan-9-ol have been obtained for the first time by its reaction with 1,4-dibromobutane and 1,5-dibromopentane. Crystals of the obtained salts have been studied by X-ray diffraction.

Впервые получены четвертичные спироциклические соли N-бензил-1,5-диметил-3,7-диазабицикло[3.3.1]нонан-9-ола путем его взаимодействия с 1,4-дибромбутаном и 1,5-дибромпентаном. Для кристаллов полученных солей проведен рентгеноструктурный анализ.

The reaction of 1,5-dimethyibispidin-9-one with acetone, acting as both a solvent and a reagent, affords 2,2,5,7-tetramethyl-1,3-diazaadamantan-6-one. The structure of the monohydrate of the target compound, which is a hydrogen-bonded supramolecular polymer, was determined by X-ray diffraction analysis.

A number of chiral chelating conjugates combining a bispidine central backbone and one or two pinene side fragments were synthesized. It was shown for the first time that the synthesized compounds are capable to act as catalysts in the Henry reaction both individually and in the presence of metal salts. It was found that the best catalytic results were shown for bis-tertiary amine combining bispidinone and two (–)-myrtenol fragments, and copper as well as zinc acetates.

In the present work, eleven new complexes of europium and terbium with substituted azoles ligands were obtained as candidates for sensor materials for phosphinoxide.As a result, a new material with high sensitivity of up to 9%/µL was obtained.