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Synthese von gestapelten `Push‐Pull'‐Acetylenen
Author(s) -
Berger Daniel,
Wilhelm Patrick,
Neuenschwander Markus
Publication year - 1999
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/(sici)1522-2675(19990310)82:3<326::aid-hlca326>3.0.co;2-l
Subject(s) - chemistry , push pull , stacking , solid state , molecule , crystallography , stereochemistry , organic chemistry , electrical engineering , engineering
Synthesis of Stacked `Push‐Pull' Acetylenes. In view of possible solid‐state polymerizations of crystalline stacked `push‐pull'‐acetylenes 1 , a series of compounds 1 has been synthesized ( Scheme 3 ), and the results of X‐ray analyses of `push‐pull'‐acetylenes 1d , e , f are discussed. Of these three compounds, methyl 2‐morpholinoacetylene carboxylate ( 1d ) is by far the best candidate giving crystals with nicely stacked molecules ( Fig. 3 ). Even in this case, however, stacking parameters d =4,12 Å and α =31,6° are too large for allowing solid‐state polymerizations.