Anion Recognition by Uranyl–Salophen Derivatives as Probed by Infrared Multiple Photon Dissociation Spectroscopy and Ab Initio Modeling

Bodo, Enrico; Ciavardini, Alessandra; Cort, Antonella Dalla; Giannicchi, Ilaria; Mihan, Francesco Yafteh; Fornarini, Simonetta; Vasile, Silvana; Scuderi, Debora; Piccirillo, S.

doi:10.1002/chem.201402788

Cited by 14 publications

(9 citation statements)

References 74 publications

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“…Besides, Dalla Cort et al 8 used nonsymmetrically substituted uranyl-salophens as receptors and found that the receptors could produce molecular recognition [9][10][11][12] for aldehydes and/or ketones. With the inherent chirality of the nonsymmetrically substituted uranyl-salophens, these complexes could thus have potential applications.…”

Section: Vol32mentioning

confidence: 99%

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

高莎¹,

兰文波²,

林英武³

et al. 2016

Acta Physico-Chimica Sinica

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Based on density functional theory (DFT) calculations, the molecular recognition of α,β-unsaturated carbonyl compounds and chiral molecules by uranyl-salophen receptors was investigated theoretically. The results showed that the U atom of the receptors was coordinated by the O3 atom of the guests, and the binding energies between receptors and guests increased with the enlargement of the aromatic substituent of the uranylsalophen receptors. In addition, the U-O3 coordination bonds of R2-and R3-series complexes are more stable than those of R1-series complexes, and the conjugation between the C＝C and C＝O bonds of the α,βunsaturated carbonyl compounds in the coordination complexes was weakened. Moreover, according to circular dichroism (CD) spectra and binding-energy calculations, the molecular-recognition selectivity of an asymmetrical pyrenyl uranyl-salophen (receptor 3) for (R)-1-(2-naphthyl)ethylamine was much higher than that for (S)-1-(2naphthyl)ethylamine. These results shed new light on the recognition ability of asymmetric uranyl-salophens.

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Section: Vol32mentioning

confidence: 99%

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

高莎¹,

兰文波²,

林英武³

et al. 2016

Acta Physico-Chimica Sinica

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“…Bodo et al . studied the recognition of anions of uranyl–salophen derivatives by using infrared multiphoton dissociation spectroscopy and ab initio calculations . For supramolecular polymers, the resonance light scattering method was developed based on uranyl–salophens containing phosphate groups and successfully applied to the determination of uranium(VI) in environmental water samples …”

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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“…When uranyl ion forms twisted planar configuration complex with salophen containing four coordination sites, the uranium could still coordinate with other groups or atoms . Thus, uranyl‐salophen was used for many important applications, especially in molecular recognition and enantioselective catalysis . Valeria van axel Castelli et al .…”

Section: Introductionmentioning

confidence: 99%

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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Anion Recognition by Uranyl–Salophen Derivatives as Probed by Infrared Multiple Photon Dissociation Spectroscopy and Ab Initio Modeling

Cited by 14 publications

References 74 publications

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

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

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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