An effective and clean new aerobic approach for the synthesis of 2,6-disubstituted benzobisoxazole by using a one-pot reaction of an organic aminoxyl radical as the catalyst is reported. 2,6- Di(thiophen-2-yl)-benzo[1,2-d : 4,5-d´]bisoxazole was synthesized with catalysis by the free radical 4-methoxy-TEMPO and characterized by 1H and 13C NMR spectroscopy, HRMS, as well as by elemental analysis, UV/Vis and emission spectroscopy. The crystal structure of the title compound has been determined by single-crystal X-ray diffraction. It crystallizes in the monoclinic space group C2/c with a=12.531(1), b=3.8960(2), c = 28.733(2) Å, b = 100:760(1)°, Z = 4. Through intermolecular weak C-H· · ·O hydrogen bonding and p-p stacking interactions, a supramolecular 3D structure is formed.
Graphical Abstract
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