Summary
1-(Dipyrrinon-9-yl)-3-(dipyrrinon-9-ylidene)-propene, ab-vinylogous verdin, was synthesized by condensation of 3-(dipyrrinon-9-yl)-propenal with a dipyrrinone unsubstituted in position 9. By condensing the latter with dimedone or squaric acid,b-vinylogous verdin pigments with restricted configurational and conformational degrees of freedom were obtained. The chemical and spectroscopic properties of these novel systems are discussed.
Zusammenfassung
1-(Dipyrrinon-9-yl)-3-(dipyrrinon-9-yliden)-propen, einb-vinyloges Verdin, wurde durch Kondensation von 3-(Dipyrrinon-9-yl)-propenal mit einem in Position 9 unsubstituierten Dipyrrinon dargestellt. Kondensation des Letzteren mit Dimedon oder Quadratsäure lieferte vinyloge Pigmente, welche in ihren konfigurationellen und konformationellen Freiheiten eingeschränkt sind. Die chemischen und spektroskopischen Eigenschaften dieser neuen Systeme werden diskutiert.
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Chen, Q.Q., Falk, H. On the chemistry of pyrrole pigments, XCIV: 1-(Dipyrrinon-9-yl)-3-(dipyrrinon-9-ylidene)-1-propene — a novelb-vinylogous verdin chromophore. Monatsh Chem 126, 1233–1244 (1995). https://doi.org/10.1007/BF00824302
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DOI: https://doi.org/10.1007/BF00824302