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Synthese, 13 C‐NMR‐Spektren und räumliche Struktur von ‘Push‐Pull’‐Diacetylenen
Author(s) -
Galli Roberto,
Neuenschwander Markus,
Engel Peter
Publication year - 1988
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/hlca.19880710810
Subject(s) - chemistry , diacetylene , polymerization , solid state , stacking , nmr spectra database , crystallography , carbon 13 nmr , nuclear magnetic resonance spectroscopy , spectral line , stereochemistry , polymer chemistry , organic chemistry , polymer , physics , astronomy
Synthesis, 13 C‐NMR Spectra, and X‐Ray Investigation of ‘Push‐Pull’ Diacetylenes Phenyl‐substituted ‘push‐pull’ diacetylenes 1f and 1g have been prepared by acetylation and benzoylation of the appropriate lithiodiynylamines 4 ( Scheme 2 ). 13 C‐NMR spectra of diacetylenes 1a–g ( Table 1 ) are discussed with respect to the expected polarisation of the diacetylene unit by ‘push’ and ‘pull’ substituents. X‐Ray investigations of 1c , 1e , and 1f have been performed in view of the planned solid‐state polymerisation of ‘push‐pull’ diacetylenes. In the crystalline state, diacetylenes 1c and 1f are stacked, however, the stacking parameters do not allow a solid‐state polymerisation.