Phosphomacrocyclic systems based on 2,2′-dihydroxy-1,1′-dinaphtylmethane

Phosphorylation of the 2,2'-Dihydroxy-1,1'-dinaphthylmethane and Synthesis of Phosphamacrocycles on its Basis

“…An application of acetonitrile instead of 1,4-dioxane has resulted in increase of reaction rate [16] -in two hours after beginning in 31 P NMR spectrum of reaction mixture there was observed only 6b, however its signal has vanished in NMR spectrum afterwards.…”

“…In solution they have rearranged with the formation of 1,3,2-dioxaphosphacine 3c and uniform cyclophanes. [3,16] However, we have tried to isolate target macrocycles. With this aim the reaction mixtures containing products with δ Р = 140 ppm were evaporated to minimal volume and cooled resulting in formation of oily product.…”

“…2,2'-Dihydroxy-1,1'-dinaphthylmethane 1 was synthesized by the method, [19] HBTA 2а, [16] tetraethyl-and tetrabutyldiamidophenylphosphites (4b,c), [15] HETA 12.…”

Synthesis and properties of non-symmetrical phosphor(ɪɪɪ)arene macrocycle based on 4,4′-iminodiphenol, 4,4′-methylenediphenol, and phenylphosphonic acid tetraethyldiamide

“…The researchers have recently paid much attention to macrocyclic compounds synthesized by phosphorylation of diphenols with the spatially separated hydroxy groups. [1][2][3][4] Symmetrical binuclear phosphor(III)arene macrocycle was fi rst synthesized in 1992 from 2,2-bis(4-hydroxyphenyl)propane (bisphenol A) and phenylphosphonic acid tetraethyldiamide by two methods: (i) two-step procedure with isolation of bisphosphorylated intermediate and its subsequent condensation with the second molecule of bisphenol A and (ii) one-step three-component reaction. 2, 5 It was found that a large excess of the solvent is required for macrocyclization to take place.…”