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A General Route to Fully Terminally tert ‐Butylated Linear Polyenes
Author(s) -
Klein Dagmar,
Kiliçkiran Pinar,
Mlynek Cornelia,
Hopf Henning,
Dix Ina,
Jones Peter G.
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201000019
Subject(s) - conjugated system , wittig reaction , ketone , reactivity (psychology) , chemistry , double bond , butylated hydroxytoluene , organic chemistry , antioxidant , polymer , medicine , alternative medicine , pathology
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.