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ChemInform Abstract: Environmentally Benign Electrophilic and Radical Bromination “On Water”:...
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ChemInform 2009, 40, issue 38 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim www.cheminform.wiley-vch.de Halogenation O 0235 Environmentally Benign Electrophilic and Radical Bromination "On Water": H 2 O 2 —HBr System versus N-Bromosuccinimide. — Several activated and less activated aromatic molecules, phenylsubstituted ketones and styrene are brominated in water using the H2O2-HBr or the NBS system at ambient temperature and without an added metal or acid catalyst. The results reveal that not just the structure of the bromi- nating reagent but the reaction conditions (amount of water, solvent, stirring rate and interface structure) play a key role in defining the outcome of bromination. But the mild reaction conditions, the straightforward isolation procedure, inexpensive reagents and a lower environment impact make aqueous brominating methods a possible alternative to other reported brominating protocols. — (PODGORSEK, A.; STAVBER, S.; ZUPAN, M.; ISKRA*, J.; Tetrahedron 65 (2009) 22, 4429-4439; Lab. Org. Bioorg. Chem., Fac. Chem. Chem. Technol., Stefan Inst., Univ. Ljubljana, SI-1000 Ljubljana, Slovenia; Eng.) — Bartels 38- 040
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Transcript of ChemInform Abstract: Environmentally Benign Electrophilic and Radical Bromination “On Water”:...
www.cheminform.wiley-vch.de
HalogenationO 0235 Environmentally Benign Electrophilic and Radical Bromination "On Water":
H2O2—HBr System versus N-Bromosuccinimide. — Several activated and less activated aromatic molecules, phenylsubstituted ketones and styrene are brominated in water using the H2O2-HBr or the NBS system at ambient temperature and without an added metal or acid catalyst. The results reveal that not just the structure of the bromi-nating reagent but the reaction conditions (amount of water, solvent, stirring rate and interface structure) play a key role in defining the outcome of bromination. But the mild reaction conditions, the straightforward isolation procedure, inexpensive reagents and a lower environment impact make aqueous brominating methods a possible alternative to other reported brominating protocols. — (PODGORSEK, A.; STAVBER, S.; ZUPAN, M.; ISKRA*, J.; Tetrahedron 65 (2009) 22, 4429-4439; Lab. Org. Bioorg. Chem., Fac. Chem. Chem. Technol., Stefan Inst., Univ. Ljubljana, SI-1000 Ljubljana, Slovenia; Eng.) — Bartels
38- 040
ChemInform 2009, 40, issue 38 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
www.cheminform.wiley-vch.de
ChemInform 2009, 40, issue 38 © 2009 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
