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Electrophilic Halogenation of closo-1,2-C2B8H10

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F17%3A39911351" target="_blank" >RIV/00216275:25310/17:39911351 - isvavai.cz</a>

  • Alternative codes found

    RIV/61388980:_____/17:00475171

  • Result on the web

    <a href="http://dx.doi.org/10.1021/acs.inorgchem.7b00627" target="_blank" >http://dx.doi.org/10.1021/acs.inorgchem.7b00627</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.inorgchem.7b00627" target="_blank" >10.1021/acs.inorgchem.7b00627</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Electrophilic Halogenation of closo-1,2-C2B8H10

  • Original language description

    Initial studies on electrophilic halogenation of the dicarbaborane closo-1,2-C2B8H10 (1) have been carried out to reveal that the substitution takes place at B7 and B10 vertexes, which are the most removed from the CH positions. The course of the halogenation is strongly dependent on the nature of the halogenation agent and reaction conditions. Individual reactions led to the isolation of the monosubstituted compounds 1,2-C2B8H9-10-X (2) (where X = F, I) and 1,2-C2B8H9-7-X (3) (where X = Cl, I). Disubstituted carboranes 1,2-C2B8H8-7,10-X2 (4) (where X = Cl, Br, I) were obtained under more forcing conditions. Individual halo derivatives were characterized by mass spectrometry and high-field NMR (B-11, H-1,C-13) spectroscopy combined with two-dimensional [11B11B]-COSY, H-1{B-11(selective)}, and [B-11-H-1]-correlation NMR techniques. All of the derivatives bearing a halogen substituent in the B10 position exhibit a remarkable antipodal C-13 and H-1 NMR shielding at the CH1 vertex, increasing in the order H &lt; I &lt; Br &lt; Cl &lt; F. The structures of 1,2-C2B8H8-7,10-X2 derivatives (where X = Cl, I, 4b,d) were established by X-ray diffraction analyses.

  • 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

    10402 - Inorganic and nuclear chemistry

Result continuities

  • Project

    <a href="/en/project/GA16-01618S" target="_blank" >GA16-01618S: Ten-vertex dicarbaborane molecular assemblies via alkylation</a><br>

  • Continuities

    P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Others

  • Publication year

    2017

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Inorganic Chemistry

  • ISSN

    0020-1669

  • e-ISSN

  • Volume of the periodical

    56

  • Issue of the periodical within the volume

    10

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    5

  • Pages from-to

    5971-5975

  • UT code for WoS article

    000401593800054

  • EID of the result in the Scopus database

    2-s2.0-85019485566