Department of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University, Hachioji, Tokyo 192-0397, Japan.
Org Lett. 2013 Jul 5;15(13):3202-5. doi: 10.1021/ol400882q. Epub 2013 Jun 21.
The expeditious synthesis of donor-acceptor segregated paracyclophanes has been achieved by a selective SNAr reaction of hexafluorobenzene with o-dipyrrolylbenzenes and subsequent cyclodehydrogenation. An orthogonally arranged D-A segregated structure was confirmed by X-ray crystallography. The combined results of DFT calculations and absorption spectra revealed the charge transfer (CT) nature from the naphthobipyrrole (donor) to the stacked fluoroarene moiety (acceptor).
通过六氟苯与邻二吡咯苯的选择性 S N Ar 反应和随后的环脱氢反应，快速合成了给体-受体分离的并环芳烃。通过 X 射线晶体学证实了正交排列的 D-A 分离结构。DFT 计算和吸收光谱的综合结果表明，电子从萘并双吡咯（给体）转移到堆积的氟代芳烃部分（受体）。
