UNEXPECTED COUPLING REACTION OF 9-LITHIOBROMOMETHYLENE-9H-FLUORENE WITH 6,6-DICYCLOPROPYLFULVENE

Authors
PAUL GC GAJEWSKI JJ
Citation
Gc. Paul et Jj. Gajewski, UNEXPECTED COUPLING REACTION OF 9-LITHIOBROMOMETHYLENE-9H-FLUORENE WITH 6,6-DICYCLOPROPYLFULVENE, Synthesis, (5), 1997, pp. 524
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
5
Year of publication
1997
Database
ISI
SICI code
0039-7881(1997):5<524:UCRO9W>2.0.ZU;2-3
Abstract
Metallation of 9-bis(bromomethylene)-9N-fluorene with one equivalent o f BuLi at -78 degrees C followed by quenching with 6,6-dicyclopropylfu lvene and subsequent warming (room temperatue, 18 h) gave an adduct id entified as compound 5 (similar to 70% yield). Under identical conditi ons dimethylfulvene and cyclopropylmethylfulvene failed to give a simi lar adduct. Simple and efficient syntheses of 9-bromomethylene- and 9- bis(bromomethylene)-9H-fluorene are also described.