Fully Conjugated Tetraoxa[8]circulene‐Based Porous Semiconducting Polymers
Patrick W. FritzDepartment of Chemistry University of Fribourg Chemin du Musée 9 1700 Fribourg SwitzerlandTianyang ChenDepartment of Chemistry Massachusetts Institute of Technology 77 Massachusetts Ave Cambridge MA 02139 USATimur AshirovDepartment of Chemistry University of Fribourg Chemin du Musée 9 1700 Fribourg SwitzerlandAnh‐Dao NguyenDepartment of Chemistry University of Fribourg Chemin du Musée 9 1700 Fribourg SwitzerlandDinca, MirceaDepartment of Chemistry Massachusetts Institute of Technology 77 Massachusetts Ave Cambridge MA 02139 USAAli CoşkunDepartment of Chemistry University of Fribourg Chemin du Musée 9 1700 Fribourg Switzerland
2022en
ABI
Annotatsiya
Abstract Tetraoxa[8]circulenes (TOCs) are a class of hetero[8]circulenes featuring a planar cyclooctatetraene core with a mixed aromatic/antiaromatic motif that governs their electronic properties. Polymeric TOCs (pTOCs) have been the subject of several computational simulations because they are predicted to be low‐band‐gap semiconductors, but they have not been available synthetically yet. Here, we report the first example of pTOCs, a new family of porous semiconductors, synthesized under ionothermal conditions through the intermolecular cyclization of 1,4,5,8‐anthracene tetrone. pTOCs are porous, with surface areas up to 1656 m 2 g −1 , and exhibit light‐switchable and tunable semiconducting properties.
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