Axially Chiral Trifluoromethylbenzimidazolylbenzoic Acid: A Chiral Derivatizing Agent for alpha-Chiral Primary Amines and Secondary Alcohols To Determine the Absolute Configuration
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62690094%3A18470%2F19%3A50015902" target="_blank" >RIV/62690094:18470/19:50015902 - isvavai.cz</a>
Result on the web
<a href="https://pubs.acs.org/doi/10.1021/acs.joc.9b01770" target="_blank" >https://pubs.acs.org/doi/10.1021/acs.joc.9b01770</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.9b01770" target="_blank" >10.1021/acs.joc.9b01770</a>
Alternative languages
Result language
angličtina
Original language name
Axially Chiral Trifluoromethylbenzimidazolylbenzoic Acid: A Chiral Derivatizing Agent for alpha-Chiral Primary Amines and Secondary Alcohols To Determine the Absolute Configuration
Original language description
Racemic 2-(2-trifluoromethyl)-1H-benzo[d]-imidazol-1-yl)benzoic acid (TBBA) was synthesized in three steps from 1-fluoro-2-nitrobenzene. Target (P)- and (M)-TBBA atropisomers were stable with a racemization barrier above 30 kcal/mol. As a chiral derivatizing agent, TBBA showed much higher differences in chemical shifts (ΔδPM) than the conventional Mosher’s acid.
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
10401 - Organic chemistry
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of organic chemistry
ISSN
0022-3263
e-ISSN
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Volume of the periodical
84
Issue of the periodical within the volume
18
Country of publishing house
US - UNITED STATES
Number of pages
11
Pages from-to
11911-11921
UT code for WoS article
000487576900050
EID of the result in the Scopus database
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