title: Reaction of an "invisible" frustrated N/B Lewis pair with dihydrogen.
abstract: D-(+)-Camphor forms the enamine 2 with piperidine. Compound 2 adds HB(C(6)F(5))(2) at the enamine carbon atom C3 to form a Lewis acid/Lewis base adduct (exo-/endo-isomers of 3). Exposure of 3 to dihydrogen (2.5 bar, room temperature) leads to heterolytic splitting of H(2) to form the H(+)/H(-) addition products (4, two diastereoisomers) of the "invisible" frustrated Lewis pairs (5, two diastereoisomers) that were apparently generated in situ by enamine hydroboration under equilibrium conditions.
authors.affiliation: Organisch-Chemisches Institut, Universität Münster, Corrensstrasse 40, 48149 Münster, Germany.
authors.forename: Sina
authors.initials: S
authors.lastname: Schwendemann
authors.forename: Shunsuke
authors.initials: S
authors.lastname: Oishi
authors.forename: Susumu
authors.initials: S
authors.lastname: Saito
authors.forename: Roland
authors.initials: R
authors.lastname: Fröhlich
authors.forename: Gerald
authors.initials: G
authors.lastname: Kehr
authors.forename: Gerhard
authors.initials: G
authors.lastname: Erker