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Vicinal Pentaketones
Author(s) -
Gleiter Rolf,
Krennrich Gerhard,
Langer Michael
Publication year - 1986
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198609991
Subject(s) - vicinal , acetone , chemistry , absorption (acoustics) , ionization energy , photochemistry , ionization , stereochemistry , organic chemistry , materials science , ion , composite material
Since vicinal tri‐ and tetraketones are already extremely reactive , it was questionable whether the homologous pentaketones could possibly be synthesized. Surprisingly, the pentaketones 1 and 2 are obtainable in a few steps from acetone and ethyl pivalate or ethyl benzoate, respectively. They are characterized, as expected, by a very low first ionization energy, a low first reduction potential (−0.27 V vs Ag/AgCl), and a long‐wave UV absorption.