Effective Synthesis of Ladder-type Oligo( p -aniline)s and Poly( p -aniline)s via Intramolecular S N Ar Reaction

Symmetric ladder-type oligo( -aniline)s and poly( -aniline)s were successfully synthesized by an intramolecular ring closure in a highly efficient S Ar reaction from oligo( -phenylene)s and poly( -phenylene)s with fluorine (F) and secondary amine (NH) groups. Unlike Cadogan ring closure, the newly d...

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Bibliographic Details
Published in:Organic letters 2021-03, Vol.23 (6), p.2217-2221
Main Authors: Wang, Hui, Zhao, Hongchi, Chen, Shuang, Bai, Libin, Su, Zhiyi, Wu, Yonggang
Format: Article
Language:English
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Summary:Symmetric ladder-type oligo( -aniline)s and poly( -aniline)s were successfully synthesized by an intramolecular ring closure in a highly efficient S Ar reaction from oligo( -phenylene)s and poly( -phenylene)s with fluorine (F) and secondary amine (NH) groups. Unlike Cadogan ring closure, the newly designed cyclization reaction will not produce a mixture of symmetric and nonsymmetric structures. Moreover, the introduction of the F atom does not hinder Suzuki polymerization. The result indicates that preparing regular oligomers and polymers with a nitrogen bridge is possible.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c00363