Glycoluril-Derived Molecular Clips are Potent and Selective Receptors for Cationic Dyes in Water

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F16%3A00088612" target="_blank" >RIV/00216224:14310/16:00088612 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1002/chem.201601796" target="_blank" >http://dx.doi.org/10.1002/chem.201601796</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chem.201601796" target="_blank" >10.1002/chem.201601796</a>

Result language

angličtina

Original language name

Glycoluril-Derived Molecular Clips are Potent and Selective Receptors for Cationic Dyes in Water

Original language description

Molecular clip 1 remains monomeric in water and engages in host-guest recognition processes with suitable guests. We report the K-a values for 32 1.guest complexes measured by H-1 NMR, UV/Vis, and fluorescence titrations. The cavity of 1 is shaped by aromatic surfaces of negative electrostatic potential and therefore displays high affinity and selectivity for planar and cationic aromatic guests that distinguishes it from CB[n] receptors that prefer aliphatic over aromatic guests. Electrostatic effects play a dominant role in the recognition process whereby ion-dipole interactions may occur between ammonium ions and the C=O groups of 1, between the SO3- groups of 1 and pendant cationic groups on the guest, and within the cavity of 1 by cation-pi interactions. Host 1 displays a high affinity toward dicationic guests with large planar aromatic surfaces (e.g. naphthalene diimide NDI + and perylene diimide PDI +) and cationic dyes derived from acridine (e.g. methylene blue and azure A).

Czech name

—

Czech description

—

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

—

Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2016

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Chemistry - A European Journal

ISSN

0947-6539

e-ISSN

—

Volume of the periodical

22

Issue of the periodical within the volume

43

Country of publishing house

DE - GERMANY

Number of pages

10

Pages from-to

15270-15279

UT code for WoS article

000384807600005

EID of the result in the Scopus database

—