Synthesis of Benzofuro-
and Indolo[3,2‑<i>b</i>]indoles via Palladium-Catalyzed
Double <i>N</i>‑Arylation and Their Physical Properties
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Abstract
Two kinds of ladder-type π-conjugated
compounds, benzofuro[3,2-<i>b</i>]indoles (BFIs) and indolo[3,2-<i>b</i>]indoles
(IIs), were successfully synthesized using palladium-catalyzed double <i>N</i>-arylation of anilines with the corresponding dihalobiaryls.
Photophysical properties were evaluated by UV–vis and photoluminescence
spectroscopies and theoretical calculations. BFI derivatives showed
higher quantum yields (33–39%) than the II derivative (29%).
The absorption bands of the II derivative were more red-shifted compared
to BFI derivatives