Rapid Construction of Fold-Line-Shaped BN-Embedded Polycyclic Aromatic Compounds through Diels–Alder Reaction

The Diels–Alder reaction strategy that can rapidly
extend
the conjugated backbone was applied to facilely synthesize fold-line,
coplanar BN-embedded polycyclic aromatic hydrocarbons from simple
small BN compounds. The molecular structures and packing modes of
these BN-embedded acenes were confirmed by single-crystal X-ray diffraction.
Their electronic and photophysical properties were studied by using
UV–vis, fluorescence spectroscopy, electrochemical cyclic voltammetry,
and density functional theory calculations. These results demonstrate
the efficiency and feasibility of this synthetic strategy.