Donor–Acceptor Segregated Paracyclophanes Composed of Naphthobipyrrole and Stacked Fluoroarenes
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Abstract
The expeditious synthesis of donor–acceptor segregated paracyclophanes has been achieved by a selective S<sub>N</sub>Ar 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)
