Planar and Bent BN-Embedded <i>p</i>‑Quinodimethanes Synthesized by Transmetalation of Bis(trimethylsilyl)-1,4-dihydropyrazines with Chloroborane

Two
BN-embedded p-quinodimethane derivatives were
synthesized by a reaction of bis­(trimethylsilyl)-1,4-dihydropyrazines,
which are known as inorganic-salt-free reductants, with 9-chloro-9-borafluorene.
The planar or bent structures of the resulting π-conjugated
compounds were revealed by X-ray diffraction analysis. Their photophysical
properties relate to their planar or bent structures due to the difference
in the distribution of the HOMO.

两种BN嵌入型对苯二醌二甲烷（p-quinodimethane）衍生物经双(三甲基硅基)-1,4-二氢吡嗪（一类被称为无无机盐还原剂的物质）与9-氯-9-硼芴的反应合成。通过X射线衍射分析，明确了所得π共轭化合物的平面或弯曲结构。由于最高占据分子轨道（HOMO, Highest Occupied Molecular Orbital）的分布存在差异，其光物理性质与其平面或弯曲结构密切相关。