Novel and simple synthesis of brominated 1,10-phenanthrolines

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389013%3A_____%2F14%3A00428953" target="_blank" >RIV/61389013:_____/14:00428953 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1071/CH13711" target="_blank" >http://dx.doi.org/10.1071/CH13711</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1071/CH13711" target="_blank" >10.1071/CH13711</a>

Result language
angličtina
Original language name
Novel and simple synthesis of brominated 1,10-phenanthrolines
Original language description
A novel, simple, and reasonably efficient synthesis of 3,8-dibromo-1,10-phenanthroline, 3,6-dibromo-1,10-phenanthroline, 3,5,8-tribromo-1,10-phenanthroline, and 3,5,6,8-tetrabromo-1,10-phenanthroline is presented herein. The crucial role of a new catalyst (sulfur dichloride ? SCl2) for the bromination of 1,10-phenanthroline is reported. The bromination of 1,10-phenanthroline monohydrate in the presence of SCl2 and pyridine yielded the brominated compounds, previously only possible through the complicated multi-step and tedious Skraup synthesis method. The application of the bromination catalyst SCl2 as a medium-strength Lewis acid is demonstrated for the first time, and the results are compared with the behaviours of known weak (sulfur chloride ? S2Cl2) and strong (thionyl chloride ? SOCl2) bromination catalysts. A reaction mechanism was proposed.
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CD - Macromolecular chemistry
OECD FORD branch
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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

Publication year
2014
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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