Synthese, ¹³C‐NMR‐Spektren und räumliche Struktur von ‘Push‐Pull’‐Diacetylenen

Abstract

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.