E. N. Rasadkina

Resorcinol bis(cyclophosphites)

Abstract First representatives of resorcinol bis(cyclophosphites) were synthesized, on the basis of which a series of metallocomplexes, including a 16-membered binuclear metallocycle, was obtained. The fact that, in this system, two m-phenylene cycles are almost parallel with each other makes possible the creation of complex polynuclear constructions. The phosphocyclane rings in resorcinol bis(cyclophosphites) are readily opened by bromine and chloramine to form bis-(ω-halogenoallylphosphates) of resorcinol.

Anthracene Diols in the Synthesis of Phosphacyclophanes

The first phosphacyclophanes have been synthesized from anthracene derivatives. For this purpose, the reactions of 2,6-anthracene diol and 9,10-diacetoxy anthracene with phosphorous acid triamides have been studied. Some chemical properties of the obtained compounds have been investigated.

Dismutation of diamidoarylphosphites

Some examples of spontaneous dismutation of diamidoarylphosphites in different solvents were studied, and features of the process were revealed.

Dismutation of arylene phosphorodiamidites : Specific features and aspects of preparative use

The dismutation of arylene phosphorodiamidites derived from the simplest phenols and naphthols and of their dibasic analogs was studied. The main regular trends of this process and the limits of its synthetic applicability were determined.

Phosphacyclophanes Derived from Hydroquinone and 4,4'-Dihydroxybiphenyl

The first representatives of linear phosphocyclophanes were prepared starting from hydroquinone or 4,4-dihydroxybiphenyl and phosphorous triamides. The reaction course is influenced by the structures of the aromatic diol and alkyl substituents in the phosphamide moiety. The phosphorus atom readily enters redox reactions and complexation. The complexing power of the aromatic fragments of the synthesized molecules is lower than that of classical p-cyclophanes.

Cyclic bis-amidophosphites based on 1,6-dihydroxynaphthalene

Phosphorylation of 1,6-dihydroxynaphthalene with various triamidophosphites gives 2: 2 cyclic adducts with the 1,6′,1′,6-bonding of the naphthalenediyl moieties through the amidophosphite bridges.

Dismutation of Bisphosphorylated Aromatic Diols

Abstract The first study of the dismutation of aromatic diol bisdiamidophosphites has been performed. Derivatives of condensed aromatic systems dismutate more rapidly than their mononuclear analogues. Amide derivatives with aliphatic substituents at the nitrogen atom undergo dismutation more readily than their heterocyclic analogues. In methylene chloride, the process proceeded most rapidly regardless of the aromatic component and the substituent at the phosphorus atom. Apolar solvents (benzene and diethyl ether) did not favor the dismutation. Temperature had no effect on the time of dismutation, and a catalyst decreased it by a factor of 1.5–2.

Synthesis and study of nonuniform naphthylenephosphacyclophanes

A method for the preparation of nionuniform phosphacyclophanes with two different naphthylene radicals and two phosphoramidite, phosphoramidate, or thiophosphoramidate residues in the molecule is proposed. The “nonuniform” phosphacyclophanes containing trivalent phosphorus are stable systems. Their oxidation or addition of sulfur to them changes the overall configuration of the molecules and decreases the stability of such systems.

Dioxaphosphacyclanes. Synthesis and Chemical Properties

Abstract1,5- and 2,7-dihydroxynaphthalenes were reacted with P(III) amides to obtain naphthocyclophanes. The structures and chemical properties of the products were studied.

Acylation of per-6-O-(tert-butyl)(dimethyl)silyl-α-cyclodextrin with acetylsalicylic chloride

Earlier, aiming to synthesize the conjugates of αand β-cyclodextrins containing drug residues at the cyclodextrin torus side occupied with secondary hydroxyl groups, we have performed acylation of per-6-О(tert-butyl)(dimethyl)silyl derivatives of α(I) and βcyclodextrin (II) at the second hydroxyl groups with chloroanhydrides of a series of aromatic monocarpboxylic acids, followed removal of protecting silyl groups [1, 2]. Acylation of the silyl derivatives I and II occurred with good yields in pyridine as well as (in the case of compound II) in DMF in the presence of N,Ndimethylaniline (method а) or С6Н6 (method b) in the presence of Et3N, the amines acting as the formed hydrogen chloride scavengers (Scheme 1).