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Fully Conjugated Tetraoxa[8]circulene-Based Porous Semiconducting Polymers.

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 m² g^-1 , and exhibit light-switchable and tunable semiconducting properties.

SUBMITTER: Fritz PW

PROVIDER: S-EPMC9313886 | biostudies-literature | 2022 Apr

REPOSITORIES: biostudies-literature

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Fully Conjugated Tetraoxa[8]circulene-Based Porous Semiconducting Polymers.

Fritz Patrick W PW Chen Tianyang T Ashirov Timur T Nguyen Anh-Dao AD Dincă Mircea M Coskun Ali A

Angewandte Chemie (International ed. in English) 20220228 17

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 co ...[more]

PMID: 35172031

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