SYNTHESIS OF NEW PHOSPHORUSCONTAINING THREE-DIMENSIONAL STRUCTURES ON THE BASIS OF CALIX[4] RESORCINARENES

Alexander I. Konovalov A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Vladimir S. Reznik A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Michael A. Pudovik A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Ella Kh. Kazakova A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Alexander R. Burilov A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Irina L. Nikolaeva A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Nelly A. Makarova A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Guzel R. Davlet-schina A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Ludmila V. Ermolaeva A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Rustem D. Galimov A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

Asija R. Mustafina A.E. Arbuzov Institute of Organic and Physical Chemistry, A.E. Arbuzov str. 8, Kazan, 420083, RUSSIA

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Abstract

Phosphorylation of calix[4]resorcinarenes with long chain aliphatic radicals (R=C6, C,. C,) (1a,b,c) with a number of P(III) derivatives i.e. triamido- and diamidophosphites, triphenylphosphite, monoand polyhalogenides of P(III) is described. A series of phosphoamide cavitands (2), (3) were obtained. A new three-dimensional “container”- like structures, in which tetraresorcinol fragments are connected by means of phosphite bridges (13,14) were formed in the reaction of (Ib) with (-) bis(N,N-diethylamido)menthylphosphite, phosphorus trichloride and triphenylphosphite. Phosphorylation of calix[4]resorcinarene (1c) with chloroanhydrides of chloromethylphosphonic and bis(chloromethyl) phosphinic acids results in completely or partially posphorylated products depending on the reaction conditions. The synthesis of dimeric “head to head” macrocyclic derivative of chlormethylphosphonic acid (19) is described. Structures and properties of synthesized compounds were discussed on the basis of physical and quantum chemical methods.

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SYNTHESIS OF NEW PHOSPHORUSCONTAINING THREE-DIMENSIONAL STRUCTURES ON THE BASIS OF CALIX[4] RESORCINARENES

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SYNTHESIS OF NEW PHOSPHORUSCONTAINING THREE-DIMENSIONAL STRUCTURES ON THE BASIS OF CALIX[4] RESORCINARENES

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