Open AccessSynthese von 'Push-Pull'-Eninen
Author(s) -
Andreas Bartlome,
Urs Stämpfli,
Markus Neuenschwander
Publication year - 1991
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/chimia.1991.346
Subject(s) - push pull , coupling (piping) , chemistry , scheme (mathematics) , combinatorial chemistry , materials science , mathematics , engineering , electrical engineering , composite material , mathematical analysis
Two synthetic sequences towards 'push-pull'-enynes 6 have been investigated starting with ynamines 10 (Schemes 2 and 4). In the successful procedure (scheme 4) Pd(0)-catalyzed coupling of metalated ynamines 11 with 4-bromobutenone or (Z)- and (E)-3-bromoacrylates gives 'push-pull' enynes (E)-6a, (E)-6b, and (Z)-6b (38–63% yields). Crucial spectroscopic data and especially 13C-NMR spectra of 'push-pull' enynes are briefly discussed.