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A deprotonation pathway to reactive [B]=CH2 boraalkenes

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    SYSNO ASEP0557502
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    TitleA deprotonation pathway to reactive [B]=CH2 boraalkenes
    Author(s) Škoch, Karel (UACH-T) SAI, ORCID, RID
    Chen, C. (DE)
    Daniliuc, C. G. (DE)
    Kehr, G. (DE)
    Erker, G. (DE)
    Number of authors5
    Source TitleDalton Transactions. - : Royal Society of Chemistry - ISSN 1477-9226
    Roč. 51, č. 19 (2022), s. 7695-7704
    Number of pages10 s.
    Languageeng - English
    CountryGB - United Kingdom
    KeywordsAlkylation ; Carbon monoxide ; Cycloaddition ; Sulfur dioxide
    Subject RIVCA - Inorganic Chemistry
    OECD categoryInorganic and nuclear chemistry
    Method of publishingLimited access
    Institutional supportUACH-T - RVO:61388980
    UT WOS000791976800001
    EID SCOPUS85131587270
    DOI https://doi.org/10.1039/d2dt01193j
    AnnotationThe BH compounds IMes(Ar-F)BH(NTf2) (Ar-F : C6F5 or FpXyl) were converted to the IMes(Ar-F)B=CH2 boraalkenes in a three step reaction sequence of B-methylation with methyllithium, hydride abstraction and deprotonation. The B = CH2 boraalkenes reacted with elemental sulfur to give a thiaborirane product. They underwent [2+2] cycloaddition reactions with carbon dioxide or sulfur dioxide to give four-membered boron containing heterocycles. The boraalkenes added strongly Lewis acidic boranes at their = CH2 carbon atoms. The corresponding HB(C6F5)(2)/boraalkene adduct reduced carbon monoxide to aOCH(C6F5)- moiety inside a five-membered heterocycle at the B-CH2-B template. The boraalkenes reacted with the [(Me2S)AuCl] reagent to form the corresponding (boraalkene)AuCl complexes.
    WorkplaceInstitute of Inorganic Chemistry
    ContactJana Kroneislová, krone@iic.cas.cz, Tel.: 311 236 931
    Year of Publishing2023
    Electronic addresshttps://doi.org/10.1039/D2DT01193J
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