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7-Fluoro-7-silabicyclo{6.3.0.02,6]undecanes and Their Benzo Analogues.

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F05%3A00014065" target="_blank" >RIV/60461373:22310/05:00014065 - isvavai.cz</a>

  • Result on the web

  • DOI - Digital Object Identifier

Alternative languages

  • Result language

    angličtina

  • Original language name

    7-Fluoro-7-silabicyclo{6.3.0.02,6]undecanes and Their Benzo Analogues.

  • Original language description

    Hydroboration and subsequent oxidation of 1,1'-bicyclopenta-1,1'-diene (1a), 2,2'-biindene (1b), or 3,3'-biindene (1c) afforded mixtures of diastereoisomeric diols 2, from which racemates 2A could be isolated by crystallization or column chromatography.Diols 2A were transformed to the racemic dibromides 3, which were reacted with magnesium and then with chlorosilanes 4 to the corresponding silolanes 5. Their bromination and subsequent fluorination afforded fluorosilolanes 6, which are intermediates forcyclic tetramethylammonium difluorosilicates 7, a new class of nucleophilic fluorination reagents.

  • Czech name

    7-Fluor-7-silabicyklo{6.3.0.02,6]undekany a jejich benzoanaloga.

  • Czech description

    Hydroborace a následné oxidace 1,1'-bicyklopenta-1,1'-dienu (1a), 2,2'-biindenu (1b) nebo 3,3'-biindenu (1c) poskytly směsi diastereoisomerních diolů 2, z nichž byly izolovány racemáty 2A krystalizací nebo sloupcovou chromatografií. Dioly 2A byly převedeny na racemické dibromidy 3, které byly reagovány s hořčíkem a následně s chlorsilany 4 na odpovídající silolany 5. Jejich bromace a následná fluorace poskytla fluorsilolany 6, které jsou intermediáty pro cyklické tetramethylamonium-difluorsilikáty 7, novou třídu nukleofilních fluoračních činidel.

Classification

  • Type

    O - Miscellaneous

  • CEP classification

    CC - Organic chemistry

  • OECD FORD branch

Result continuities

  • Project

    <a href="/en/project/GA203%2F03%2F0496" target="_blank" >GA203/03/0496: Chiral 7-bora- and 7-silabicyclo[6.3.0.0]undecanes and their benzo analogues. Syntheses and applications</a><br>

  • Continuities

    Z - Vyzkumny zamer (s odkazem do CEZ)

Others

  • Publication year

    2005

  • Confidentiality

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