Molecular Recognition of α, β-Unsaturated Carbonyl Compounds and Chiral Guests by Uranyl-Salophen Receptors

高莎,; 兰文波,; 林英武,; 廖力夫,; 聂长明,

doi:10.3866/pku.whxb201512302

Cited by 7 publications

(2 citation statements)

References 27 publications

(29 reference statements)

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“…The uranyl ion can be easily coordinated by more than 6 ligands (as in the pentagonal bipyramidal geometry) 43 . Also, Schiff base uranium complexes present great variety of oxidation states of the metal center, which are dependent of the coordination sphere.…”

Section: Voltammetric Profile Of Lsdmentioning

confidence: 99%

Voltammetric Determination of LSD with a Schiff Base – Chemically Modified Electrode in Aqueous Solution

Ribeiro¹,

Oiye²,

Katayama³

et al. 2020

BJFS

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In recent years, practical, inexpensive, and highly specific electroanalytical methods based on modified electrodes have been increasingly developed for forensic science. Simple modification of the carbon paste electrode with Schiff base complexes has become a promising strategy to detect and quantify narcotics. In this context, we aimed to develop voltammetric methods to quantify lysergic acid diethylamide (LSD) by using a carbon paste electrode modified with the complex [UO2(Ac-ophen)]·H2O. The use of an aqueous solution of KCl as supporting electrolyte makes the methodology less polluting, which contrasts with methods that still employ toxic solvents. The developed method for Differential Pulse Voltammetry provides a linear response at various concentrations of LSD and affords analytical curves with standard deviation, detection, and quantification limits around 2.45, 0.625, and 2.08 μmol L-1, respectively. The recovery values of 103 and 108% prove that the developed method is suitable for application in forensic science.

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Section: Voltammetric Profile Of Lsdmentioning

confidence: 99%

Voltammetric Determination of LSD with a Schiff Base – Chemically Modified Electrode in Aqueous Solution

Ribeiro¹,

Oiye²,

Katayama³

et al. 2020

BJFS

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“…synthesized a new salophen based on two amino groups, and analyzed both theoretical and experimental results . The coordination complexes of uranyl ions with various structural salophens with asymmetric configuration showed some special catalytic abilities and molecular recognition properties . Valkonen and others explored the coordination properties of uranyl cations by studying the detailed single‐crystal X‐ray structure and using crystallography and calculation methods, including molecular dynamics, gas phase Hartree–Fock and DFT calculations .…”

Section: Introductionmentioning

confidence: 99%

Theoretical investigation into the coordination of R‐/S‐asymmetric uranyl–salophens containing six‐membered ring lactam with cis−/trans‐cyclohexylamines

Yang

Kong

et al. 2018

Applied Organom Chemis

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A six‐membered ring lactam derivative was introduced in a parallel manner into uranyl–salophens with R/S configuration (R‐/S‐AUSRLs), which were used as receptors to coordinate with guests of cis−/trans‐methylcyclohexylamines (cis−/trans‐MCHAs). Using density functional theory calculations at the B3LYP/6‐311G** level and RECP, an insight into the coordination complexes of the R‐/S‐AUSRLs with cis−/trans‐MCHAs was obtained. The results showed that the U atoms of receptors could coordinate with the N atoms of four kinds of cis−/trans‐1,2 or − 1,4 guests, but the two kinds of cis−/trans‐1,3 guests could not be converged by the same method in the process of structural optimization due to steric hindrance, and thus the cis−/trans‐1,3 guests could not be coordinated with the R‐/S‐AUSRLs. The mode of coordination of the R‐/S‐AUSRLs with the guests displayed a significant difference. And the change of R‐AUSRL coordination ability to the cis−/trans‐MCHAs was very large, but that of S‐AUSRL was small. Overall, the stability of the R‐series coordination complexes was higher than that of the corresponding S‐series coordination complexes, and the R‐AUSRL receptor had better coordination selectivity and higher molecular recognition to the cis−/trans‐MCHA guests than the S‐AUSRL receptor. However, the coordination ability of S‐AUSRL with the cis−/trans‐MCHAs was stronger than that of R‐AUSRL. It was expected that these results could provide insightful information and theoretical guidance for understanding the molecular recognition of R‐/S‐AUSRLs for cis−/trans‐type cyclohexylamine derivatives.

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Computational insight into asymmetric uranyl‐salophen coordinated with α, β‐unsaturated aldehydes and ketones

Lan

Meng

et al. 2017

Applied Organom Chemis

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The study of the catalytic activity and activation mechanism of asymmetric uranyl‐salophens with α, β‐unsaturated aldehydes or α, β‐unsaturated ketones, is a research hotspot. In this paper, the complexes of the uranyl–salophen(U‐S) modified by unilateral benzene, coordinated with cyclohexenone, cyclopentenone and acrolein, were investigated using density functional theory calculations at the level of B3LYP/6‐311G(d, p) basis set. The results showed that the uranyl‐salophen(U‐S) weakened the large π bond between C = C and C = O of the α, β‐unsaturated aldehydes and ketones, making the unsaturated aldehydes and ketones activated. In addition, the molecular‐recognition selectivity of the asymmetrical uranyl‐salophen for cyclohexenone and cyclopentenone were much higher than for acrolein.

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Molecular Recognition of α, β-Unsaturated Carbonyl Compounds and Chiral Guests by Uranyl-Salophen Receptors

Cited by 7 publications

References 27 publications

Voltammetric Determination of LSD with a Schiff Base – Chemically Modified Electrode in Aqueous Solution

Voltammetric Determination of LSD with a Schiff Base – Chemically Modified Electrode in Aqueous Solution

Theoretical investigation into the coordination of R‐/S‐asymmetric uranyl–salophens containing six‐membered ring lactam with cis−/trans‐cyclohexylamines

Computational insight into asymmetric uranyl‐salophen coordinated with α, β‐unsaturated aldehydes and ketones

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