Improvement of selective d-cation binding by tetrathiacalix[4]arene hydrazides: synthesis and extraction properties |
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| Authors: | Sergey N Podyachev Nadezda E Burmakina Svetlana N Sudakova Victor V Syakaev Alexander I Konovalov |
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| Institution: | 1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences , Arbuzov Street 8, 420088, Kazan, Russia spodyachev@iopc.knc.ru;3. Kazan State Technological University , K. Marks Street 68, 420015, Kazan, Russia;4. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences , Arbuzov Street 8, 420088, Kazan, Russia |
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| Abstract: | New de-tert-butyltetrathiacalix4]arenes with acetylhydrazide substituents in cone and 1,3-alternate conformations have been synthesised with good yield by the hydrazinolysis of calix4]arene ester derivatives. The recognition ability of synthesised macrocycles towards transition and alkali metals has been investigated by the picrate extraction method. The stoichiometry of complexes and the extraction constants have been determined. It has been found that tetrahydrazides do not extract alkali metal ions, but show an excellent affinity towards transition and heavy metal cations. The 1,3-alternate conformer of de-tert-butyltetrathiacalix4]arene has revealed a remarkable selectivity for Ni2+ and Ag+ in the row of d-elements and for Cd2+ ion among the toxic heavy metals. The experimental data show that the removal of tert-butyl groups from tetrathiacalix4]arene framework leads to the drastic improvement of extraction efficiency and selectivity of new tetrahydrazides. |
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| Keywords: | calix[4]arene hydrazide transition metal ions extraction |
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