NDLI: Synthesis, metal binding and spectral properties of novel bis-1,3-diketone calix[4]arenes

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Back cover

New Journal of Chemistry Vol - 41 Issue - 3

New Journal of Chemistry Vol - 41 Issue - 2

New Journal of Chemistry Vol - 41 Issue - 1

New Journal of Chemistry Vol -39

New Journal of Chemistry Vol -29

New Journal of Chemistry Vol -0

Synthesis, metal binding and spectral properties of novel bis-1,3-diketone calix[4]arenes

Content Provider	Royal Society of Chemistry (RSC)
Author	Podyachev, Sergey N. Syakaev, Victor V. Lapaev, Dmitry V. Sudakova, Svetlana N. Gimazetdinova, Gulnaz Sh. Iki, Nobuhiko Mustafina, Asiya R. Shamsutdinova, Nataliya A. Barsukova, Tatjiana A.
Copyright Year	2017
Abstract	New bis-1,3-diketone derivatives of calix[4]arene (3–5) have been synthesized with good yields by the addition of a sodium salt of acetylacetone, 1-benzoylacetone and dibenzoylmethane to 5,17-bis-(bromomethyl)-25,26,27,28-tetrahydroxycalix[4]arenes. The structural properties of the obtained compounds and their complexes have been established by means of IR, UV-Vis, NMR spectroscopy and quantum-chemical calculations. The complex ability of bis-1,3-diketones towards Al3+, Ni2+, Cu2+ and lanthanide ions (Nd3+, Eu3+, Tb3+) has been investigated by using a liquid–liquid extraction method. The UV-Vis data indicate thermodynamically favorable 1 : 1 complex formation of the ligands with Tb3+ in alkaline DMF, although the time required for the equilibration reveals the difference between calix[4]arenes bearing acetylaceton-, benzoylaceton- and dibenzoylmethane-substituents. The steric hindrance effect on keto–enol transformation is the reason for the difference. The ligand-centered emissions of Gd3+ complexes with benzoylaceton- and acetylaceton-substituted calix[4]arenes reveal them both as more convenient antennae for red and infra-red than for green lanthanide luminescence. Indeed, the benzoylaceton-substituted counterpart sensitizes Yb3+-centered luminescence to a good extent. Nevertheless, the luminescence of Tb3+ is sensitized by the acetylaceton-substituted counterpart to a better extent than that of Yb3+, while only poor red Eu3+ emission is observed under sensitization by both the ligands.
Starting Page	1526
Ending Page	1537
Page Count	12
File Format	HTM / HTML PDF
ISSN	11440546
Volume Number	41
Issue Number	4
Journal	New Journal of Chemistry
DOI	10.1039/c6nj03381d
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Dibenzoylmethane Lanthanide Acetylacetone Sodium Luminescence Nuclear magnetic resonance spectroscopy Diketone Steric effects Liquid\u2013liquid extraction
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry Catalysis

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