title: Norbornenes in inverse electron-demand Diels-Alder reactions.
abstract: Significant differences in the reactivity of norbornene derivatives in the inverse electron-demand Diels-Alder reaction with tetrazines were revealed by kinetic studies. Substantial rate enhancement for the exo norbornene isomers was observed. Quantum-chemical calculations were used to rationalize and support the observed experimental data.
authors.affiliation: Department of Chemistry, Ludwig-Maximilians-University, Butenandtstrasse 5-13, 81377 Munich (Germany), Fax: (+49) 89 2180 77756. milan.vrabel@cup.uni-muenchen.de.
authors.forename: Milan
authors.initials: M
authors.lastname: Vrabel
authors.forename: Patrick
authors.initials: P
authors.lastname: Kölle
authors.forename: Korbinian M
authors.initials: KM
authors.lastname: Brunner
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Gattner
authors.forename: Verónica
authors.initials: V
authors.lastname: López-Carrillo
authors.forename: Regina
authors.initials: R
authors.lastname: de Vivie-Riedle
authors.forename: Thomas
authors.initials: T
authors.lastname: Carell
mesh_terms: D000812:Anhydrides / Q000737:chemistry*; D061565:Cycloaddition Reaction; D004583:Electrons; D007700:Kinetics; D015394:Molecular Structure; D009636:Norbornanes / Q000737:chemistry*; D011789:Quantum Theory
chemical_list: D000812:Anhydrides; D009636:Norbornanes; C085227:norbornene anhydride
keywords: inverse electron-demand Diels-Alder reactions; kinetics; norbornene; quantum-chemical calculations