A general route to fully terminally tert-butylated linear polyenes.
Starting from the readily available α,β-unsaturated ketone, 3-tert-butyl-4,4-dimethyl-2-pentenal, higher vinylogues, and fully terminally tert-butylated polyolefins with up to 13 consecutive conjugated double bonds have been prepared by either McMurry dimerization or Wittig chain-elongation routes. The highly unsaturated conjugated π systems, which show a remarkable stability, have been characterized by spectroscopic methods and, in many cases, by X-ray structural analysis. The yields are high enough to allow for thorough chemical reactivity studies.
Klein
Dagmar
D
Institut für Organische Chemie, Technische Universität Braunschweig, Hagenring 30, 38106 Braunschweig, Germany.
Kiliçkiran
Pinar
P
Mlynek
Cornelia
C
Hopf
Henning
H
Dix
Ina
I
Jones
Peter G
PG