Diporphyrin tweezer for multichannel spectroscopic analysis of enantiomeric excess
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11320%2F20%3A10420630" target="_blank" >RIV/00216208:11320/20:10420630 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=~oJYc9pbwk" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=~oJYc9pbwk</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1007/s11705-019-1869-1" target="_blank" >10.1007/s11705-019-1869-1</a>
Alternative languages
Result language
angličtina
Original language name
Diporphyrin tweezer for multichannel spectroscopic analysis of enantiomeric excess
Original language description
Chiral 1,1'-binaphthyl-linked diporphyrin 'tweezers' (R)-1/(S)-1 and the corresponding zinc(II) complexes (R)-2/(S)-2 were prepared as chiral host molecules, and their utility for chiral analyses (especially enantiomeric excess (ee) determinations) were evaluated. Tris(1-n-dodecyl)porphyrins were used for the first time as the interacting units. Host capabilities of the diporphyrin tweezers were investigated by titrations with (R,R)- and (S,S)-cyclohexane-1,2-diamine (CHDA). The host molecules could be used as multichannel probes of ee by using UV-vis, circular dichroism (CD), fluorescence emission and H-1 nuclear magnetic resonance (H-1-NMR) methods. Chiral configurations could also be differentiated using CD or H-1-NMR spectroscopy. All three optical techniques give good resolution of ee with reasonable sensitivity considering the low concentrations used (ca. 10(-6) mol center dot L-1). The ee determination of CHDA enantiomers using NMR spectroscopy is also possible because of the reasonably well separated resonances in the case of (R,R)- and (S,S)-CHDA. Non-metallated (R)-1/(S)-1 hosts could not be used to detect chiral information in a strongly acidic chiral guest. This work demonstrates the utility of 1,1'-binapthyl-linked chiral hosts for chiral analysis of ditopically interacting enantiomers.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10301 - Atomic, molecular and chemical physics (physics of atoms and molecules including collision, interaction with radiation, magnetic resonances, Mössbauer effect)
Result continuities
Project
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Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Frontiers of Chemical Science and Engineering
ISSN
2095-0179
e-ISSN
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Volume of the periodical
14
Issue of the periodical within the volume
1
Country of publishing house
CN - CHINA
Number of pages
13
Pages from-to
28-40
UT code for WoS article
000519253800004
EID of the result in the Scopus database
2-s2.0-85077579352