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N,N'-Dibutylbarbituric acid as an acceptor moiety in push-pull chromophores

Authors: Bureš Filip | Klikar Milan

Year: 2013

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	N,N'-Dibutylbarbituric acid as an acceptor moiety in push-pull chromophores	Since the first synthesis by Adolf von Baeyer in 1864, the barbituric acid (BA) and its derivatives found widespread application across many branches. Pseudoraromatic pyrimidine-2,4,6-trione ring of BA can also be employed as an electron-withdrawing moiety in push-pull chromophores. In this work, we have synthesized twelve new D-p-A systems with N,N-dimethylamino donor and N,N-dibutylbarbituric acceptor (Fig. 1). The p-conjugated system comprises of a combination of 1,4-phenylene and olefinic/acetylenic subunits. N-Butyl BA substituents significantly enhance the solubility of dipolar target compounds 1-12. The synthesis of target compounds involved preparation of extended aldehydes and final Knoevenagel condensation with N,N-dibutylBA. According to the aldehyde derivatives used (benzaldehyde, cinnamaldehyde, and propargylaldehyde), three series of chromophores were gained. Target push-pull chromophores 1-12 were further studied by X-ray analysis, electrochemistry, UV/Vis spectroscopy, calculations and EFISH experiments.	N,N?-Dibutylbarbituric acid; acceptor moiety; push-pull chromophores