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Herges, R.* ; Papafilippopoulos, A.* ; Hess, K.* ; Chiappe, C.* ; Lenoir, D. ; Detert, H.*

cis-Bromination of Alkynes without cationic intermediates.

Angew. Chem.-Int. Edit. 44, 1412-1416 (2005)
DOI
Open Access Green möglich sobald Postprint bei der ZB eingereicht worden ist.
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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Publikationstyp Artikel: Journalartikel
Dokumenttyp Wissenschaftlicher Artikel
Schlagwörter alkynes; bromination; density functional calculations; electrophilic addition; reaction mechanisms
ISSN (print) / ISBN 1433-7851
e-ISSN 1521-3773
Zeitschrift Angewandte Chemie - Internationale Edition
Quellenangaben Band: 44, Heft: 9, Seiten: 1412-1416 Artikelnummer: , Supplement: ,
Verlag Wiley
Verlagsort Weinheim
Begutachtungsstatus Peer reviewed
Institut(e) Institute of Ecological Chemistry (IOEC)