Donor–Acceptor Segregated Paracyclophanes Composed of Naphthobipyrrole and Stacked Fluoroarenes

The expeditious synthesis of donor–acceptor segregated paracyclophanes has been achieved by a selective S_NAr reaction of hexafluorobenzene with <i>o</i>-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)

Donor–Acceptor Segregated Paracyclophanes Composed of Naphthobipyrrole and Stacked Fluoroarenes

The expeditious synthesis of donor–acceptor segregated paracyclophanes has been achieved by a selective S_NAr reaction of hexafluorobenzene with <i>o</i>-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)