Synthesis and complexation properties towards metal ions of new tri-substituted thiacalix[4]arenes

Maamar, Sami Ben; Jadambaa, Natsagma; Vocanson, Francis; Meganem, Faouzi; Félix, C.; Dumazet‐Bonnamour, Isabelle

doi:10.1080/10610270802195586

Cited by 19 publications

(7 citation statements)

References 12 publications

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“…Enhancement in absorption intensity of previous band of (3) by the addition of Cu 2+ induced the formation of selective complex. This kind of electronic spectra could be assigned as charge transfer absorption take place between lone pair of electrons onto nitrogen atom and Cu 2+ upon complexation (55). Ligand (3) shows high selectivity toward Cu 2+ because considerable increment in absorbance has been observed as compare to free ligand or with other metal ions, as shown in …”

Section: Complexation Study Of Cu 2+mentioning

confidence: 97%

Cu²⁺Selective Chromogenic Behavior of Calix[4]arene Derivative

Memon

Bhatti

Ocak

et al. 2015

Polycyclic Aromatic Compounds

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This study involves the copper selective chromogenic response of 5,11,17,26,27,arene based mannich base (3). Complexation ability of (3) was explored by examining the effect of a series of various metal ions, such as Li + , Na + , K + , Ag + , Ba 2+ , Ca 2+ , Mn 2+ , Mg 2+ , Sr 2+ , Ni 2+ , Cd 2+ , Co 2+ , Cu 2+ , Hg 2+ , Pb 2+ , Zn 2+ , Fe 2+ , Fe 3+ , and Al 3+ , by using UV-visible spectroscopy. Ligand (3) exhibited pronounced selectivity toward Cu 2+ even in the presence of various co-existing ions. The stoichiometric analysis, i.e., Job's plot revealed that (3) form 1:1 complex with Cu 2+ ion in DMF-H 2 O system. The complexation phenomenon was confirmed by FT-IR spectroscopy that favors the selective nature of (3) with Cu 2+ .

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Section: Complexation Study Of Cu 2+mentioning

confidence: 97%

Cu²⁺Selective Chromogenic Behavior of Calix[4]arene Derivative

Memon

Bhatti

Ocak

et al. 2015

Polycyclic Aromatic Compounds

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“…16) bearing three amide units and 88d with four amide units on the lower rim showed different complexation abilities towards various metal ions. 96 Derivative 88a binds selectively with Hg + compared to Hg 2+ , whereas 88b forms a selective multivalent complex with Hg 2+ over Hg + . This is due to the presence of the free OH group in 88a, which directs the selectivity towards Hg + complexation.…”

Section: Thiacalix[4]arene Based Receptors For Cation Recognitionmentioning

confidence: 99%

Recent developments of thiacalixarene based molecular motifs

Kumar¹,

Lee²,

Bhalla³

et al. 2014

Chem. Soc. Rev.

250

140

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Thiacalixarenes, a subclass of "third generation" calixarenes, exhibit many interesting features such as enlarged ring size, facile chemical modification, and metal complexation due to the presence of bridging sulfur atoms. The thiacalixarene scaffold is a unique host with vast possibilities for functionalization not only at the upper and lower rim but also at the bridging sulfide groups. Modified thiacalixarenes have been used for many applications such as the detection and separation of biologically important cations, anions, and bio-analytes, mimicking molecular logic gates and devices, and synthesis of self-assembled coordination cages, multinuclear complexes, magnetic materials and luminescent materials. This review article summarizes recent developments in the derivatization methods of thiacalixarenes and their utilization in various applications.

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“…The macrocyclic platform of thiacalix[4]arene is one of the convenient building blocks for the creation of dendrimers [ 22 ]. The tendency to form inclusion compounds [ 23 ], the availability of mono-, di-, tri- and tetra-substituted derivatives [ 24 , 25 , 26 ], as well as the existence of spatially pre-organized conformational isomers [ 27 ] ( cone , partial cone , 1,2- and 1,3-alternate ) make the thiacalix[4]arene platform attractive for the preparation of polyfunctional dendrimers with well-oriented spatial organization. The literature presents a limited number of publications on the synthesis of multi(thia)calix[4]arene systems [ 28 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Water-Soluble Amino Functionalized Multithiacalix[4]arene via Quaternization of Tertiary Amino Groups

et al. 2018

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A convenient approach to the synthesis of multithiacalix[4]arene derivatives containing amino groups and phthalimide fragments by the formation of quaternary ammonium salts is presented. As the initial macrocycle for the synthesis of multithiacalix[4]arenes, a differently substituted p-tert-butylthiacalix[4]arene containing bromoacetamide and three phthalimide fragments was used in a 1,3-alternate conformation. The macrocycle in cone conformation containing the tertiary amino groups was found to be a convenient core for the multithiacalix[4]arene systems. Interaction of the core multithiacalix[4]arene with monobromoacetamide derivatives of p-tert-butylthiacalix[4]arene resulted in formation in high yields of pentakisthiacalix[4]arene containing quaternary ammonium and phthalimide fragments. The removal of phthalimide groups led to the formation of amino multithiacalix[4]arene in a good yield. Based on dynamic light scattering, it was shown that the synthesized amino multithiacalix[4]arene, with pronounced hydrophobic and hydrophilic fragments, formed dendrimer-like nanoparticles in water via direct supramolecular self-assembly.

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Synthesis and complexation properties towards metal ions of new tri-substituted thiacalix[4]arenes

Cited by 19 publications

References 12 publications

Cu²⁺Selective Chromogenic Behavior of Calix[4]arene Derivative

Cu²⁺Selective Chromogenic Behavior of Calix[4]arene Derivative

Recent developments of thiacalixarene based molecular motifs

Synthesis of Water-Soluble Amino Functionalized Multithiacalix[4]arene via Quaternization of Tertiary Amino Groups

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Synthesis and complexation properties towards metal ions of new tri-substituted thiacalix[4]arenes

Cited by 19 publications

References 12 publications

Cu2+Selective Chromogenic Behavior of Calix[4]arene Derivative

Cu2+Selective Chromogenic Behavior of Calix[4]arene Derivative

Recent developments of thiacalixarene based molecular motifs

Synthesis of Water-Soluble Amino Functionalized Multithiacalix[4]arene via Quaternization of Tertiary Amino Groups

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Product

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Cu²⁺Selective Chromogenic Behavior of Calix[4]arene Derivative

Cu²⁺Selective Chromogenic Behavior of Calix[4]arene Derivative