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Calix[4]arenes Bearing α ‐Amino‐ or α ‐Hydroxyphosphonic Acid Fragments at the Upper Rim by Andrew Solovyov; Sergey Cherenok; Ivan Tsymbal; Salvatore Failla; Giuseppe A. Consiglio; Paolo Finocchiaro; Vitaly Kalchenko is a Chemistry article available to read on EtoBox.

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## Abstract By the reaction of para‐formylcalix[4]arenes **1–6** with trialkyl phosphites in the presence of dry hydrogen chloride, calix[4]arenes **7–13** possessing dialkylphosphoryl‐hydroxymethyl groupings at the upper rim were synthesized. Calix[4]arenes **18–23** functionalized with dialkylphosphoryl‐alkyl(aryl)aminomethyl groups were obtained by sodium‐promoted addition of dialkyl phosphites to C=N bonds of para‐iminocalix[4]arenes **14–17**. The consecutive treatment of α‐hydroxy‐ or α‐aminophosphonic acid dialkyl esters of calix[4]arenes **7, 10, 18**, and **21** with bromotrimethylsilane and methanol gave dihydroxyphosphoryl derivatives of calix[4]arenes **24–27**. It was shown that calix[4]arenes bearing at the macrocyclic upper rim hydroxymethylphosphonic fragments, as well as bis‐hydroxymethyl(aminomethyl)phosphonic fragments, are able to undergo self‐assembly with formation of dimeric OH···O=P hydrogen bonded associates. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:58–67, 2001

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Author
Andrew Solovyov; Sergey Cherenok; Ivan Tsymbal; Salvatore Failla; Giuseppe A. Consiglio; Paolo Finocchiaro; Vitaly Kalchenko
Publisher
John Wiley and Sons; Hindawi Limited; John Wiley & Sons Inc.; Wiley (ISSN 1042-7163)
Published
2001
Language
EN
Field
Chemistry (Physical Sciences)