Air- and Heat-Stable Planar Tri-p-quinodimethane with Distinct Biradical Characteristics

作者：Zhu Xiaozhang; Tsuji Hayato^*; Nakabayashi Koji; Ohkoshi Shin ichi; Nakamura Eiichi

来源：Journal of the American Chemical Society, 2011, 133(41): 16342-16345.

DOI：10.1021/ja206060n

A heptacyclic carbocycle possessing three p-quinodimethane units conjugated in one plane has been synthesized and shown to exhibit distinct biradical characteristics. The molecule has a HOMO/LUMO band gap of ca. 1 eV and a S(0)-T(1) energy gap of 2.12 kcal/mol, and it absorbs and emits near-IR light at room temperature. It is air-stable under ambient light for several months and thermally stable up to 160 degrees C under nitrogen, and it undergoes reversible two-electron oxidation and reduction. The synthetic approach is such that a smaller and larger oligo-p-quinodimethane can be synthesized.

• 出版日期2011-10-19