203. Synthesis, 13C-NMR-Spectra and X-Ray Investigation of 'Push-Pull'-Diacetylenes

Article abstract of DOI:10.1002/hlca.19880710810

Phenyl-substituted 'push-pull' diacetylenes 1f and 1g have been prepared by acetylation and benzoylation of the appropriate lithiodiynylamines 4 (Scheme 2). 13C-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.