Number of the records: 1
Novel and simple synthesis of brominated 1,10-phenanthrolines
- 1.
SYSNO ASEP 0428953 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Novel and simple synthesis of brominated 1,10-phenanthrolines Author(s) Výprachtický, Drahomír (UMCH-V) RID, ORCID
Kaňková, Dana (UMCH-V)
Pokorná, Veronika (UMCH-V) RID
Kmínek, Ivan (UMCH-V)
Dzhabarov, Vagif (UMCH-V) RID
Cimrová, Věra (UMCH-V) RID, ORCIDSource Title Australian Journal of Chemistry - ISSN 0004-9425
Roč. 67, č. 6 (2014), s. 915-921Number of pages 7 s. Language eng - English Country AU - Australia Keywords 1,10-phenanthroline ; electrophilic aromatic substitution ; bromination Subject RIV CD - Macromolecular Chemistry R&D Projects GAP106/12/0827 GA ČR - Czech Science Foundation (CSF) GA13-26542S GA ČR - Czech Science Foundation (CSF) Institutional support UMCH-V - RVO:61389013 UT WOS 000337727600012 EID SCOPUS 84902531844 DOI https://doi.org/10.1071/CH13711 Annotation 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. Workplace Institute of Macromolecular Chemistry Contact Eva Čechová, cechova@imc.cas.cz ; Tel.: 296 809 358 Year of Publishing 2015
Number of the records: 1