2-Bromo[6]helicene as a Key Intermediate for [6]Helicene Functionalization.
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F67985858%3A_____%2F18%3A00488982" target="_blank" >RIV/67985858:_____/18:00488982 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/acs.joc.7b03234" target="_blank" >http://dx.doi.org/10.1021/acs.joc.7b03234</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.7b03234" target="_blank" >10.1021/acs.joc.7b03234</a>
Alternative languages
Result language
angličtina
Original language name
2-Bromo[6]helicene as a Key Intermediate for [6]Helicene Functionalization.
Original language description
The synthesis of 2-bromo[6]helicene was revised and improved up to 51% yield. Its reactivity was thoroughly investigated, and a library of 17 different carbon, boron, nitrogen, phosphorus, oxygen and sulfur substituted derivatives was prepared. The racemization barrier for 2-bromo[6]helicene was determined, and the usage of enantiomers in the synthesis of optically pure helicenes was rationalized. The three most energy-demanding reactions using enantiomerically pure 2-bromo[6]helicene were tested in order to confirm the predicted enantiomeric excess.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
<a href="/en/project/GA15-12719S" target="_blank" >GA15-12719S: Electron density distribution in polycyclic aromatic compounds through experiments; liquid state vs. solid state</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2018
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
The Journal of organic chemistry
ISSN
1520-6904
e-ISSN
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Volume of the periodical
83
Issue of the periodical within the volume
7
Country of publishing house
US - UNITED STATES
Number of pages
10
Pages from-to
3607-3616
UT code for WoS article
000429886100018
EID of the result in the Scopus database
2-s2.0-85045103665