title: Tricyclopropylamine and Its Radical Cation.
abstract: A surprisingly high first vertical ionization energy (8.44 eV) and an unusually high oxidation potential are exibited by tricyclopropylamine (1)-in sharp contrast to triisopropylamine. These are attributed to the near-tetrahedral geometry of 1 at the N atom and the perpendicular orientation-with respect to the N-orbital axis-of the cyclopropyl groups. gamma-Irradiation of 1 led to the radical cation 1(.)(+), which, in accord with computations, has a planar C(3h)-symmetrical structure. The EPR-spectroscopic and computational results disclose a dramatic, previously not reported, conformational change on going from 1 to 1(.)(+).
authors.affiliation: Institut für Organische Chemie der Universität, Tammannstrasse 2, D-37077 Göttingen (Germany).
authors.lastname: de Meijere A
authors.initials: V
authors.lastname: Chaplinski
authors.initials: H
authors.lastname: Winsel
authors.initials: MA
authors.lastname: Kusnetsov
authors.initials: P
authors.lastname: Rademacher
authors.initials: R
authors.lastname: Boese
authors.initials: T
authors.lastname: Haumann
authors.initials: M
authors.lastname: Traetteberg
authors.initials: Pv
authors.lastname: Schleyer
authors.initials: T
authors.lastname: Zywietz
authors.initials: H
authors.lastname: Jiao
authors.initials: P
authors.lastname: Merstetter
authors.initials: F
authors.lastname: Gerson