Three porous nanocarbons
1-
3 that comprise pyrene, corannulene, and coronene cores encircled by cyclo-meta-phenylene interconnections, have been synthesized and characterized. The interconnected
cyclo-meta-phenylenes cause different curvatures of the cores and impart high solubility, large
bathochromic shift, strong fluorescence, and low reduction potential to the systems.
In solution, these porous nanocarbons occur a complex mixture of dynamic process that
certainly influence one another within any single molecule, leading to a set of rather
simple 1H NMR spectra. Single crystal X-ray diffraction and computational minimum energy analysis
reveal the boat- and saddle-like conformations of
1-
3 in the solid state, which significantly deviate from their conformations on Au(111)
surface. Furthermore, both
1 and
2 can form 2:1 complexes with C60, accompanied by adaptive geometry changes. In addition,
1 serves as a sky-blue emitter for an organic light-emitting diode. This work gives
access, and insights, to a model system of porous nanocarbons with intriguing supramolecular
and optoelectronic properties.
