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Thiophene-fused ladder boroles with high antiaromaticity
Iida, Azusa,Yamaguchi, Shigehiro
, p. 6952 - 6955 (2011/06/19)
A series of polycyclic thiophene-fused boroles were synthesized on the basis of stepwise substitution reactions from thienylboronic ester precursors. In these ladder-type π-conjugated systems, the thiophene-fused structure enhances the antiaromaticity of the borole ring. This trend is opposite to the conventional understanding that the arene-fused structure decreases the antiaromaticity of the 4π-electron ring skeletons. The ladder boroles exhibited characteristic properties such as long-wavelength absorptions and low reduction potentials.