Synthesis of Racemic, Diastereopure, and Enantiopure Carba- or Oxa[5]-, [6]-, [7]-, and -[19]helicene (Di)thiol Derivatives
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F20%3A00519353" target="_blank" >RIV/61388963:_____/20:00519353 - isvavai.cz</a>
Alternative codes found
RIV/68407700:21230/20:00335779 RIV/00216208:11310/20:10421844
Result on the web
<a href="https://pubs.acs.org/doi/abs/10.1021/acs.joc.9b02965" target="_blank" >https://pubs.acs.org/doi/abs/10.1021/acs.joc.9b02965</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acs.joc.9b02965" target="_blank" >10.1021/acs.joc.9b02965</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of Racemic, Diastereopure, and Enantiopure Carba- or Oxa[5]-, [6]-, [7]-, and -[19]helicene (Di)thiol Derivatives
Original language description
A series of carba- or oxa[5]-, [6]-, [7]-, and[19]helicene (di)thiols was prepared. The Miyazaki-Newman-Kwart rearrangement of (dimethylcarbamothioyl)oxy (oxa)helicenes in a flow reactor or nucleophilic substitution of dichloro (oxa)helicenes with alkanethiolates were used in the sulfanylation step. Despite the high temperatures employed in this key step, no conformational scrambling was observed during the asymmetric synthesis of the diastereo- and enantiopure oxahelicenes. Single-molecule conductivity of the longest oxa[19]helicene dithiol derivative was studied by the scanning tunneling microscopy break-junction method.
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
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2020
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Organic Chemistry
ISSN
0022-3263
e-ISSN
—
Volume of the periodical
85
Issue of the periodical within the volume
1
Country of publishing house
US - UNITED STATES
Number of pages
29
Pages from-to
248-276
UT code for WoS article
000506089100027
EID of the result in the Scopus database
2-s2.0-85077131421