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Acidities of closo-1-COOH-1,7-C2B10H11 and Amino Acids Based on Icosahedral Carbaboranes

  1. 1.
    SYSNO ASEP0434492
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleAcidities of closo-1-COOH-1,7-C2B10H11 and Amino Acids Based on Icosahedral Carbaboranes
    Author(s) Dávalos, J. Z. (ES)
    Gonzalez, J. (ES)
    Ramos, R. (ES)
    Hnyk, Drahomír (UACH-T) SAI, RID, ORCID
    Holub, Josef (UACH-T) SAI, RID, ORCID
    Santaballa, J.A. (ES)
    Canle, M. (ES)
    Oliva, J. M. (ES)
    Source TitleJournal of Physical Chemistry A. - : American Chemical Society - ISSN 1089-5639
    Roč. 118, č. 15 (2014), s. 2788-2793
    Number of pages6 s.
    Languageeng - English
    CountryUS - United States
    Keywordsenergy landscapes ; geochemistry ; isomers ; boron
    Subject RIVCA - Inorganic Chemistry
    R&D ProjectsGAP208/10/2269 GA ČR - Czech Science Foundation (CSF)
    Institutional supportUACH-T - RVO:61388980
    UT WOS000334731100012
    EID SCOPUS84898972644
    DOI https://doi.org/10.1021/jp412400q
    AnnotationCarborane clusters are not found in Nature and are exclusively man-made. In this work we study, both experimentally and computationally, the gas-phase acidity (measured GA = 1325 kJ.mol(-1), computed GA = 1321 kJ.mol(-1)) and liquid-phase acidity (measured pK(a) = 2.00, computed pK(a) = 1.88) of the carborane acid closo-1-COOH-1,7-C2B10H11. The experimental gas-phase acidity was determined with electrospray tandem mass spectrometry (ESI/MS), by using the extended Cooks kinetic method (EKM). Given the similar spatial requirements of the title icosahedral cage and benzene and the known importance of aminoacids as a whole, such a study is extended, within an acid-base context, to corresponding ortho, meta, and para amino acids derived from icosahedral carborane cages, 1-COOH-n-NH2-1, n-R with {R = C2B10H10, n = 2, 7, 12}, and from benzene {R = C6H4, n = 2, 3, 4}. A remarkable difference is found between the proportion of neutral versus zwitterion structures in water for glycine and the carborane derived amino acids.
    WorkplaceInstitute of Inorganic Chemistry
    ContactJana Kroneislová, krone@iic.cas.cz, Tel.: 311 236 931
    Year of Publishing2015
Number of the records: 1  

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