Direct regioselective C-H borylation of [5]helicene

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F18%3A10374422" target="_blank" >RIV/00216208:11310/18:10374422 - isvavai.cz</a>
Result on the web
<a href="https://doi.org/10.1039/c7ra13021j" target="_blank" >https://doi.org/10.1039/c7ra13021j</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/c7ra13021j" target="_blank" >10.1039/c7ra13021j</a>

Result language
angličtina
Original language name
Direct regioselective C-H borylation of [5]helicene
Original language description
Ir-catalyzed borylation of [5] helicene was studied for the first time. The obtained results indicate that borylation proceeded preferentially at the 2-and 3-positions. By using an appropriate catalytic system, 3-borylated [5] helicene can be formed as the major product in a high yield and regioselectivity (up to 89%, 8 : 1 ratio of isomers). The monoborylated [5] helicenes were further utilized in a Suzuki-Miyaura cross-coupling reaction to produce 2-or 3-arylated helicenes in very good isolated yields (80-94%).
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry

Project
<a href="/en/project/GP14-16391P" target="_blank" >GP14-16391P: Development of Selective Borylation of Aromatic Compounds - Helicenes</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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