Synthesis, crystallography, spectroscopy, and kinetics involving the fluorimetric detection of metal ions by internal imine derivatives of anthraquinone-18-crown-5 in aqueous media

Hussain, Anwar; Lewandowski, Luke; Cork, Dawson C.; Mariappan, Kadarkaraisamy; Sykes, Andrew G.

doi:10.1016/j.poly.2021.115120

Cited by 5 publications

(2 citation statements)

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“…[17] In a non-metal-catalysed system, intraannular ketimines 16 a-c were obtained, as well as a [2]catenane-alike (but covalently connected) dimer 16 d with ethylenediamine linkage (Figure 2). [19]…”

Section: Ketone-amine Condensation and Ketimine Reductionmentioning

confidence: 99%

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Anthraquinone‐1,8‐Derived (Pseudo‐) Crown and Lariat Ethers:Design and Applications as Fluorescent and Chromogenic Ion (Pair) Sensors

Zhu

Xing

2022

Chemistry An Asian Journal

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Cyclic polyamine/ethers embedded with anthraquinone moieties and functional pendants, are structural analogues of crown ethers and (oxo‐) cyclams, and could be utilized as sensitive and selective chemosensors towards metal cations. Those pseudo‐ (similar but geometrically distinct) crown and lariat ethers show various cation‐binding patterns and stoichiometry, being modulated by donor type, cavity size and pendants’ chelating ability. The luminescent and chromogenic properties also differ a lot along with the derivation of the parental macrocycle. Methodological designing including synthesis and post‐functionalization through nucleophilic substitution, Mannich condensation etc., as well as the sensing performance of those pseudo‐crown and lariat ethers are summarized in this review, basing on the spectroscopic, voltammetric and X‐ray crystallographic determinations. Anion effect in sensing cations is evaluated according to the ion‐pair recognition theory. Those results shed some light on exemplifying the anions’ role in bioinorganic systems including metalloenzymes.

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Section: Ketone-amine Condensation and Ketimine Reductionmentioning

confidence: 99%

“…Sykes group also investigated the preparation and properties of mono-(18 a) and di- (19) aza analogues of 1, as well as a lariat ether bearing a pyrene chromophore as the pendant (18 b) (Figure 4). [7d,27] 18 a and 19 are water-soluble chemosensors towards alkaline earth cations (with hard acidity but inferior to alkali cations).…”

Section: Azacrowns and Lariatsmentioning

confidence: 99%