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Thiophene-Fused Ladder Boroles with High Antiaromaticity
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2011-05-11 , DOI: 10.1021/ja2019977 Azusa Iida 1 , Shigehiro Yamaguchi 1
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2011-05-11 , DOI: 10.1021/ja2019977 Azusa Iida 1 , Shigehiro Yamaguchi 1
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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.
中文翻译：
具有高抗芳香性的噻吩熔融梯形硼烷
基于噻吩基硼酸酯前体的逐步取代反应，合成了一系列多环噻吩稠合硼化合物。在这些梯型 π 共轭体系中，噻吩稠合结构增强了硼环的抗芳香性。这种趋势与传统的理解相反，即芳烃稠合结构降低了 4π 电子环骨架的反芳香性。梯形硼具有特征性质，例如长波长吸收和低还原电位。
更新日期：2011-05-11
中文翻译：
具有高抗芳香性的噻吩熔融梯形硼烷
基于噻吩基硼酸酯前体的逐步取代反应，合成了一系列多环噻吩稠合硼化合物。在这些梯型 π 共轭体系中，噻吩稠合结构增强了硼环的抗芳香性。这种趋势与传统的理解相反，即芳烃稠合结构降低了 4π 电子环骨架的反芳香性。梯形硼具有特征性质，例如长波长吸收和低还原电位。
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