Počet záznamů: 1  

Influence of Terminal Carboxyl Group on Structure and Reactivity of Functionalized m-Carboranethiolate Self-Assembled Monolayers

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    SYSNO ASEP0525516
    Druh ASEPJ - Článek v odborném periodiku
    Zařazení RIVJ - Článek v odborném periodiku
    Poddruh JČlánek ve WOS
    NázevInfluence of Terminal Carboxyl Group on Structure and Reactivity of Functionalized m-Carboranethiolate Self-Assembled Monolayers
    Tvůrce(i) Goronzy, D. P. (US)
    Staněk, Jan (UACH-T)
    Avery, E. (US)
    Guo, H. (US)
    Bastl, Zdeněk (UFCH-W) RID, ORCID
    Dušek, Michal (FZU-D) RID, ORCID, SAI
    Gallup, N. (US)
    Gün, S. (TR)
    Kučeráková, Monika (FZU-D) RID, ORCID
    Levandowski, B.J. (US)
    Macháček, Jan (UACH-T) RID, ORCID, SAI
    Šícha, Václav (UACH-T) RID, ORCID, SAI
    Thomas, J. C. (US)
    Yavuz, A. (TR)
    Houk, K. (US)
    Danişman, M.F. (TR)
    Mete, E. (TR)
    Alexandrova, A. N. (US)
    Baše, Tomáš (UACH-T) RID, SAI, ORCID
    Weiss, P. S. (US)
    Celkový počet autorů20
    Zdroj.dok.Chemistry of Materials. - : American Chemical Society - ISSN 0897-4756
    Roč. 32, č. 15 (2020), s. 6800-6809
    Poč.str.10 s.
    Jazyk dok.eng - angličtina
    Země vyd.US - Spojené státy americké
    Klíč. slovaMonolayers ; Carboxyls ; Thiols ; Molecular structure
    Vědní obor RIVCA - Anorganická chemie
    Obor OECDInorganic and nuclear chemistry
    Vědní obor RIV – spolupráceÚstav fyzikální chemie J.Heyrovského - Fyzikální chemie a teoretická chemie
    Fyzikální ústav - Fyzika pevných látek a magnetismus
    CEPLTAIN19152 GA MŠMT - Ministerstvo školství, mládeže a tělovýchovy
    TH02020628 GA TA ČR - Technologická agentura ČR
    GA18-10438S GA ČR - Grantová agentura ČR
    Způsob publikováníOmezený přístup
    Institucionální podporaUACH-T - RVO:61388980 ; UFCH-W - RVO:61388955 ; FZU-D - RVO:68378271
    UT WOS000562136900054
    EID SCOPUS85091037649
    DOI10.1021/acs.chemmater.0c02722
    AnotaceThe structure and function of self-assembled monolayers (SAMs) at the nanoscale are determined by the steric and electronic effects of their building blocks. Carboranethiol molecules form pristine monolayers that provide tunable two-dimensional systems to probe lateral and interfacial interactions. Additional ω-functionality, such as carboxyl groups, can be introduced to change the properties of the exposed surfaces. Here, two geometrically similar isomeric m-carborane analogs of m mercaptobenzoic acid, 1 COOH-7-SH-1,7-C2B10H10 and racem-1-COOH-9-SH-1,7-C2B10H10, are characterized and their SAMs on Au{111} are examined. The latter isomer belongs to the rare group of chiral cage molecules and becomes, to our knowledge, the first example assembled on Au{111}. Although different in symmetry, molecules of both isomers assemble into similar hexagonal surface patterns. The nearest neighbor spacing of 8.4 ± 0.4 Å is larger than that of non-carboxylated isomers, consistent with the increased steric demands of the carboxyl groups. Computational modeling reproduced this spacing and suggests a tilt relative to the surface normal. However, tilt domains are not observed experimentally, suggesting the presence of strong lateral interactions. Analyses of the influence of the functional groups through the pseudo-aromatic m carborane skeleton showed that the thiol group attached to either carbon or boron atoms increases the carboxyl group acidity in solution. In contrast, the acidity of the exposed carboxyl group in the SAMs decreases upon surface attachment, computational analyses suggest that the driving force of this shift is the dielectric of the environment in the monolayer as a result of confined intermolecular interactions, proximity to the Au surface, and partial desolvation.
    PracovištěÚstav anorganické chemie
    KontaktJana Kroneislová, krone@iic.cas.cz, Tel.: 311 236 931
    Rok sběru2021
    Elektronická adresahttps://pubs.acs.org/doi/10.1021/acs.chemmater.0c02722
Počet záznamů: 1  

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