Pyrolysis reactions of 4-nonafluorobiphenyl prop-2-enyl ether: a remarkable rearrangement reaction

Authors
Batsanov, AS Brooke, GM Holling, D Kenwright, AM
Citation
As. Batsanov et al., Pyrolysis reactions of 4-nonafluorobiphenyl prop-2-enyl ether: a remarkable rearrangement reaction, CHEM COMMUN, (16), 1999, pp. 1549-1550
Citations number
8
Categorie Soggetti
Chemistry
Journal title
CHEMICAL COMMUNICATIONS
ISSN journal
13597345 → ACNP
Issue
16
Year of publication
1999
Pages
1549 - 1550
Database
ISI
SICI code
1359-7345(19990821):16<1549:PRO4PE>2.0.ZU;2-0
Abstract
The formation of the unexpected bicyclic compound 16 via the pyrolytic isom erisation of 4-nonafluorobiphenyl prop-2-enyl ether 8 can be rationalised b y invoking the intermediacy of a rare retro-cyclisation reaction of the int ernal Diels-Alder adduct 12 (from the Claisen intermediate 9) to a tethered ketene 18, recyclisation via the alternative mode to 17 and its subsequent transformation.