Synthesis of p-tert-butylthiacalix[4]arene with spatially separated phosphoryl and amino groups


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Abstract

The reactions of p-tert-butylthiacalix[4]arenes containing phthalimide fragments with diethyl-[(p-toluenesulfonyl)oxymethyl)]phosphonate were used to synthesize new phosphonate derivatives in the 1,3-alternate configuration. Hydrolysis and hydrazinolysis of the products gave the corresponding amido- and aminophosphonate thiacalixarene derivatives. 1H–1H NOESY NMR spectroscopy established a 1,3-alternate configuration of the synthesized macrocycles with spatially separated phosphoryl and amino groups.

About the authors

K. S. Shibaeva

Butlerov Institute of Chemistry

Email: ivan.stoikov@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

A. A. Nazarova

Butlerov Institute of Chemistry

Email: ivan.stoikov@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

D. I. Kuznetsova

Butlerov Institute of Chemistry

Email: ivan.stoikov@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

I. I. Stoikov

Butlerov Institute of Chemistry

Author for correspondence.
Email: ivan.stoikov@mail.ru
Russian Federation, ul. Kremlevskaya 18, Kazan, Tatarstan, 420008

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