New Saddle-shaped Conjugated Molecules

  • Author: Veronika Belusa
  • Published: 23 March 2015
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA
  • Source / Publisher: Journal of the American Cemical Society/ACS Publishing
  • Associated Societies: American Chemical Society (ACS), USA
thumbnail image: New Saddle-shaped Conjugated Molecules

From saddle-shaped diketones, Kwan Yin Cheung, Xiaomin Xu, and Qian Miao, The Chinese University of Hong Kong, China, have synthesized two new aromatic saddle-shaped polycyclic arenes containing two heptagons, C70H26 and C70H30. The carbonyl groups of the diketons are the key in the reactions to extend the polycyclic π-framework.

Local aromaticity and nonplanarity of individual rings in the saddle-shaped π-backbone were anlyzed on the basis of crystal structures. For 1b and 2b they were found to follow Clar’s rule in general. 1b and 3b behaved as p-type semiconductors in solution-processed thin film transistors; the amorphous films of 2b appeared insulating.


 

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