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Polythiophenylene synthesis through multi‐electron transfer process
Author(s) -
Oyaizu Kenichi,
Tsuchida Eishun
Publication year - 2003
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/masy.200351403
Subject(s) - sulfonium , regioselectivity , aryl , electrophile , chemistry , nucleophile , electrophilic aromatic substitution , nucleophilic aromatic substitution , ring (chemistry) , solubility , polymer , ion , polymer chemistry , combinatorial chemistry , nucleophilic substitution , organic chemistry , alkyl , salt (chemistry) , catalysis
Superacidification of aromatic sulfoxides effects the electrophilic substitution reaction of the resulting hydroxysulfonium ions onto aromatic rings with the elimination of H 2 O at room temperature. The product, the alkyldiarylsulfonium ion, allows the synthesis of alkylsulfonio‐bridged (λ 4 ‐alkylsulfanyliumdiyl) aromatic polymers. High molecular‐weight poly(alkylsulfonioarylene) salts have been made accessible by the regioselective condensation of aryl sulfoxides. Polymers having a wide variety of structural dimensionalities such as linear, hyper‐branched and ladder‐type structures can be prepared by this method, which possess interesting properties such as good solubility in polar organic solvents and sometimes even in H 2 O, susceptibility to nucleophiles to provide thioarylene derivatives, photo‐degradability, and electric semiconductivity based on a 3d‐2p interaction in aryl sulfonium ion.