Chiral anion recognition by a ureido-thiacalix[4]arene ligand immobilized in the 1,3-alternate conformation
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F15%3A43900021" target="_blank" >RIV/60461373:22310/15:43900021 - isvavai.cz</a>
Alternative codes found
RIV/67985858:_____/15:00440911
Result on the web
<a href="http://dx.doi.org/10.1039/c4nj01956c" target="_blank" >http://dx.doi.org/10.1039/c4nj01956c</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c4nj01956c" target="_blank" >10.1039/c4nj01956c</a>
Alternative languages
Result language
angličtina
Original language name
Chiral anion recognition by a ureido-thiacalix[4]arene ligand immobilized in the 1,3-alternate conformation
Original language description
While all the alkylation methods commonly used in the chemistry of classical calixarenes failed, tetranitrothiacalix[4] arene was easily alkylated using various alcohols under Mitsunobu reaction conditions. The products thus obtained were immobilized inthe 1,3-alternate conformation as suggested by H-1 NMR and proven unequivocally by X-ray analysis. The introduction of chiral alkyl substituents into the lower rim of thiacalixarene gave us an opportunity to form well-preorganized ureido cavities on bothsites of the system. As revealed by H-1 NMR titration experiments, such compounds were capable of chiral anion recognition even in DMSO-d(6) which is a highly competitive solvent towards hydrogen bonding interactions. The highest chiral discrimination was achieved for free serine with a selectivity factor of 3.13 for the D-isomer
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/GAP207%2F12%2F2027" target="_blank" >GAP207/12/2027: Synthesis and applications of inherently chiral calixarenes</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
New Journal of Chemistry
ISSN
1144-0546
e-ISSN
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Volume of the periodical
39
Issue of the periodical within the volume
2
Country of publishing house
GB - UNITED KINGDOM
Number of pages
8
Pages from-to
1382-1389
UT code for WoS article
000349222800076
EID of the result in the Scopus database
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