title: (E,E)-1,5-Cyclooctadiene: a small and fast click-chemistry multitalent.
abstract: Two in one--We show here that the highly strained trans,trans-diolefin (E,E)-1,5-cyclooctadiene can perform efficiently two different click reactions at fast reaction rates. It is capable of first undergoing [3+2] cycloadditions with 1,3-dipoles at a reaction rate comparable to that of strained cyclooctynes. The resulting cycloadduct can then perform a much faster inverse-electron-demand Diels-Alder reaction with tetrazines, effectively linking an azide to a tetrazine. Thus, (E,E)-1,5-cyclooctadiene could have many applications in chemical biology and polymer chemistry.
authors: University of Cambridge, Department of Chemistry, Lensfield Road, Cambridge, UK CB2 1EW.
authors: Henning
authors: H
authors: Stöckmann
authors: André A
authors: AA
authors: Neves
authors: Henry A
authors: HA
authors: Day
authors: Shaun
authors: S
authors: Stairs
authors: Kevin M
authors: KM
authors: Brindle
authors: Finian J
authors: FJ
authors: Leeper