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Synfacts 2010(11): 1241-1241  
DOI: 10.1055/s-0030-1258735
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Interplay of Heteroatoms

Contributor(s): Timothy M. Swager, Youhei Takeda
M. Lepeltier, O. Lukoyanova, A. Jacobson, S. Jeeva, D. F. Perepichka*
McGill University, Montreal, Canada
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Publication History

Publication Date:
21 October 2010 (online)

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Significance

Replacement of some C=C double bonds in polycyclic aromatic hydrocarbons (PAHs) with isoelectronic B-N bonds has been emerged as a powerful strategy to create unique π-conjugated compounds. Herein, synthesis and characterization of a novel class of terthiophene-based azaborines (1a and 1b) are disclosed. Both compounds show deep-blue fluorescence with moderate quantum yields. Moreover, spectroscopic study for fluoride sensing with 1b is demonstrated.