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Synthesis of New Calix[4]arenes Functionalizated by Acetylhydrazide Groups

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Abstract

A series of new calix[4]phenols, calix[4]resorcinols and calix[4]pyrogallols with acetylhydrazide substitutes has been␣synthesized with high yields by hydrazinolysis of ester group containing calix[4]arenes. The synthesized calix[4]phenols adopt the cone conformation while the calix[4]resorcinol and calix[4]pyrogallol derivatives prefer the boat conformation. The amide fragment of the hydrazide groups predominantly exists in the trans-conformation. The binding ability of synthesized calix[4]arenes toward transition and alkali metals by solvent extraction has been investigated.

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Acknowledgements

This work was supported by the Russian Fund for Basic Research (grants 04-03-32992a, 05-03-08086ofi_a, 05-03-32558a) and a grant of the Academy of Science of the Republic of Tatarstan (07-7.1-264).

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Correspondence to Sergey N. Podyachev.

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Podyachev, S.N., Syakaev, V.V., Sudakova, S.N. et al. Synthesis of New Calix[4]arenes Functionalizated by Acetylhydrazide Groups. J Incl Phenom Macrocycl Chem 58, 55–61 (2007). https://doi.org/10.1007/s10847-006-9117-y

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  • DOI: https://doi.org/10.1007/s10847-006-9117-y

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