Polycyclic aromatic azomethine ylides: a unique entry to extended polycyclic heteroaromatics.

نویسندگان

  • Reinhard Berger
  • Manfred Wagner
  • Xinliang Feng
  • Klaus Müllen
چکیده

Based on polycyclic aromatic azomethine ylides (PAMYs), a metal-free "cycloaddition-planarization-sequence" is proposed, providing a unique entry to extended nitrogen-containing polycyclic aromatic hydrocarbons (N-PAHs). This method is highly versatile, as the structure of unprecedented N-PAHs can be tailored by the dipolarophile in the crucial 1,3-cycloaddition-reaction. Linear, as well as five- and six-membered cyclic dipolarophiles are successfully used. The geometric and optoelectronic nature of N-PAHs are investigated by UV-vis absorption and single crystal structure analysis. Remarkably, the newly synthesized N-PAHs demonstrate varying absorption profiles, covering the whole visible light range with rich photophysical properties, for example, fluorescent quantum yields up to 54%.

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عنوان ژورنال:
  • Chemical science

دوره 6 1  شماره 

صفحات  -

تاریخ انتشار 2015