Journal
MOLECULES
Volume 26, Issue 8, Pages -Publisher
MDPI
DOI: 10.3390/molecules26082334
Keywords
thiacalix[4]arenes; Schiff base; synthesis; complexing properties; copper cation; organic-inorganic materials
Funding
- Russian Federation [MK-12.2020.3, NSh-2499.2020.3, SP-2139.2021.1]
- Russian Science Foundation [19-73-10134] Funding Source: Russian Science Foundation
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A series of catechol-containing Schiff bases in three stereoisomeric forms were successfully synthesized for the first time. The compounds showed highly selective recognition of copper (II) cation among a series of d-metal cations, forming stable organic-inorganic copper-based materials.
For the first time, a series of catechol-containing Schiff bases, tetrasubstituted at the lower rim thiacalix[4]arene derivatives in three stereoisomeric forms, cone, partial cone, and 1,3-alternate, were synthesized. The structure of the obtained compounds was proved by modern physical methods, such as NMR, IR spectroscopy, and HRMS. Selective recognition (K-b difference by three orders of magnitude) of copper (II) cation in the series of d-metal cations (Cu2+, Ni2+, Co2+, Zn2+) was shown by UV-vis spectroscopy. Copper (II) ions are coordinated at the nitrogen atom of the imine group and the nearest oxygen atom of the catechol fragment in the thiacalixarene derivatives. High thermal stable organic-inorganic copper-based materials were obtained on the base of 1,3-alternate + Cu (II) complexes.
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