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Synfacts 2009(12): 1348-1348  
DOI: 10.1055/s-0029-1218185
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Photoisomerization

Contributor(s): Timothy M. Swager, Brett VanVeller
C. Baik, Z. Hudson, H. Amarne, S. Wang*
Queen’s University, Kingston, Canada
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Publication History

Publication Date:
20 November 2009 (online)

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Significance

The authors demonstrate that an intriguing ”aromaticity-destroying" isomerization (S. Wang and co-workers J. Am. Chem. Soc. 2008, 130, 12898) of N,C-chelate boron compounds (7 → 8) can be completely inhibited through conjugation with olefinic groups. Rather, the chromophore undergoes trans-cis isomerization of the olefin (5 → 6).