One electron transfer properties and phytotoxicity of a diquaternary salt from 2,2′:6′,2″-terpyridine

Dickeson, J. E.; Summers, L. A.

doi:10.1007/bf01897475

Cited by 10 publications

(4 citation statements)

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“…Materials. The three host compounds, p-sulfonatocalix- [4]arene tetrasodium (C4AS), 51 p-sulfonatocalix [5]arene pentasodium (C5AS), 52 and p-sulfonatothiacalix [4]arene tetrasodium (TC4AS), 53 and two guests, PQ 2þ36 and DQ 2þ , 54 were synthesized and purified according to previously reported procedures. These compounds were identified by 1 H NMR spectrum on a Varian 300 spectrometer and elemental analysis on a Perkin-Elmer-2400C instrument.…”

Section: Methodsmentioning

confidence: 99%

Highly Effective Binding of Viologens by p-Sulfonatocalixarenes for the Treatment of Viologen Poisoning

et al. 2009

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Viologens are showing an increasing number of scientific and technical applications in addition to their use as herbicides. However, their high toxicity poses considerable risks to human health, society, and the environment. In this context, we propose a new therapeutic protocol for the treatment of viologen poisoning. The mechanism of this new protocol is based on host-guest chemistry and involves the effective inhibition of viologen toxicity by the complexation of p-sulfonatocalix[n]arenes. NMR, ITC, and X-ray crystallography studies indicated that p-sulfonatocalix[n]arenes could form highly stable complexes with viologens. Electrochemical results showed that the highly effective binding could induce the reduction potentials of viologens to shift to more negative values. Further studies in mice showed that the ingestion of p-sulfonatocalix[n]arenes significantly decreased the mortality rate of viologen-poisoned mice with lung and liver protection. As a result, p-sulfonatocalix[n]arenes may have potential application in the clinical treatment of viologen poisoning.

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Section: Methodsmentioning

confidence: 99%

Highly Effective Binding of Viologens by p-Sulfonatocalixarenes for the Treatment of Viologen Poisoning

et al. 2009

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“…Materials and procedures: Diquat, [36] CB7 and CB8 [37] were prepared following literature procedures. All other materials were commercially available and used as received.…”

Section: Methodsmentioning

confidence: 99%

Inclusion Complexation of Diquat and Paraquat by the Hosts Cucurbit[7]uril and Cucurbit[8]uril

Ling

Mague

Kaifer

2007

Chemistry A European J

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The binding interactions in aqueous solution between the dicationic guest diquat (DQ(2+)) and the cucurbit[7]uril (CB7) and cucurbit[8]uril (CB8) hosts were investigated by (1)H NMR, UV/Vis, and fluorescence spectroscopy; mass spectrometry; single-crystal X-ray diffraction; and electrochemical techniques. The binding data were compared with previously reported results for the related paraquat guest (PQ(2+)). DQ(2+) was found to bind poorly (K=350 m(-1)) inside CB7 and more effectively (K=4.8 x 10(4) m(-1)) inside CB8. One-electron reduction led to increased binding affinity with both hosts (K(r)=1 x 10(4) m(-1) with CB7 and K(r)=6 x 10(5) m(-1) for CB8). While (1)H NMR spectroscopic data revealed that DQ(2+) is not fully included by CB7, the crystal structure of the CB8DQ(2+) complex-obtained from single-crystal X-ray diffraction-clearly establishes its inclusion nature. Overall, both diquat and its one-electron reduced radical cation are bound more effectively by CB8 than by CB7. In contrast to this, paraquat exhibits selectivity for CB7, but its radical cation forms a highly stable dimer inside CB8. These differences highlight the pronounced sensitivity of cucurbit[n]uril hosts to guest features such as charge, charge distribution and shape.

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“…For example, a bis -alkylated salt of tpy, as a paraquat mimic, was already published in 1969. 217 In one further study, N , N ′, N′′ -tris-methylated tpy, further equipped with a polymerizable group, was used to prepare a lignin-based material for incorporation into antimicrobial fabrics. 218 Moreover, a redox-active electrolyte for solar-cell applications was proposed by Yang and Li.…”

Section: Terpyridine Complexes Of Carbon-group Ions (Group 14)mentioning

confidence: 99%

The chemistry of the s- and p-block elements with 2,2′:6′,2′′-terpyridine ligands

Winter,

Newkome,

Schubert

2024

Inorg. Chem. Front.

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One electron transfer properties and phytotoxicity of a diquaternary salt from 2,2′:6′,2″-terpyridine

Cited by 10 publications

References 0 publications

Highly Effective Binding of Viologens by p-Sulfonatocalixarenes for the Treatment of Viologen Poisoning

Highly Effective Binding of Viologens by p-Sulfonatocalixarenes for the Treatment of Viologen Poisoning

Inclusion Complexation of Diquat and Paraquat by the Hosts Cucurbit[7]uril and Cucurbit[8]uril

The chemistry of the s- and p-block elements with 2,2′:6′,2′′-terpyridine ligands

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