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Axially Chiral Trifluoromethylbenzimidazolylbenzoic Acid: A Chiral Derivatizing Agent for α-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%2F61989592%3A15310%2F19%3A73597042" target="_blank" >RIV/61989592:15310/19:73597042 - isvavai.cz</a>

  • Alternative codes found

    RIV/61989592:15110/19:73597042

  • Result on the web

    <a href="https://pubs.acs.org/doi/pdf/10.1021/acs.joc.9b01770" target="_blank" >https://pubs.acs.org/doi/pdf/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 α-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

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • 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)<br>S - Specificky vyzkum na vysokych skolach

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

  • 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

    2-s2.0-85072509685