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Open Access Green as soon as Postprint is submitted to ZB.
cis-Bromination of Alkynes without cationic intermediates.
Angew. Chem.-Int. Edit. 44, 1412-1416 (2005)
Surprising insight into a classical mechanism is provided by theoretical and experimental investigations on the bromination of alkynes. In nonpolar solvents the bromination of acetylene via a covalent tribromide adduct is strongly favored over the textbook mechanism via a bridged bromirenium ion. The structurally interesting intermediate explains the syn selectivity of the bromination of strained cycloalkynes.
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Publication type
Article: Journal article
Document type
Scientific Article
Keywords
alkynes; bromination; density functional calculations; electrophilic addition; reaction mechanisms
ISSN (print) / ISBN
1433-7851
e-ISSN
1521-3773
Quellenangaben
Volume: 44,
Issue: 9,
Pages: 1412-1416
Publisher
Wiley
Publishing Place
Weinheim
Non-patent literature
Publications
Reviewing status
Peer reviewed
Institute(s)
Institute of Ecological Chemistry (IOEC)