Edward E. Nifantiev

Synthesis of bis(glycosylamino)alkanes and bis(glycosylamino)arenes

The condensation of D-mannose and D-galactose with aliphatic and aromatic diamines afforded a series of bis(glycosylamino)alkanes and-arenes. A possible mechanism was proposed for the formation of 1,2-bis(β-D-glycosylamino)benzenes.

Hydroxyoligophosphites and -Phosphonites on the Basis of 1,4:3,6-Dianhydro-D-sorbitol

The interaction of 1,4:3,6-dianhydro-D-sorbitol with phosphorous and phenylphosphonous acid amidochlorides leads to oligophosphites and -phosphonites with free hydroxyl groups on the periphery of their molecules. The obtained compounds were introduced into reactions via the transformation of trivalent phosphorus and hydroxyl groups.

Phosphocontaining Cyclodextrins as a New Class of Supramolecular Structures

Principal peculiarities of the use of phosphocontaining cyclodextrins as a new class of supramolecular structures are discussed. For the first time cyclodextrin perphosphite has been obtained and isolated in an individual state by the treatment of g -cyclodextrin with triazolide neopentylenephosphorous acid. Cyclodextrin perphosphite exhibited an unusual transphosphorylation under reaction with some chlorophosphites. The inclusion of adamantane into the cyclodextrin cavity results in slowing this reaction down. Some water-soluble cyclodextrin derivatives displayed high activity as phase transfer catalysts in biphase catalysis.

Chiral Molecular Cavities on the Basis of Bis-Tetradiamidophosphite of 1,4;3,6-Dianhydro-D-Mannitol

Possibility of creation of chiral molecular cavities on the basis of accessible bisphosphorylated derivative of 1,4;3,6-dianhydro-Dmannitol and bisphenoles of a various nature was investigated. The molecules of bisphosphorylated derivative (I) represent a deepened “basket” possessing a possibility to fix upon itself a “handle,” for example, in the form of a bisphenol residue or diol. Among the investigated bisphenols (HO X OH) only 2,2-di-p-hydroxyphenylpropane, di-p-hydroxyphenyldiphenylmethan, 4,4′-dihydroxyphenyl ether, 4,4′dihydroxyphenylsilfide turned out to be the suitable models for the creation of phosphocontaining macroheterocyclic structures (II) on the basis of D-mannitol derivative (I).

Phosphito- and Amidophosphitocavitands

On the basis of resorcinol and resorcinolcalixarenes new approaches for the synthesis of phosphorus-containing macroheterocycles with an inernal cavities were developed.