Literature DB >> 16492028

Transition-metal-free synthesis of alternating thiophene-perfluoroarene copolymers.

Yongfeng Wang1, Mark D Watson.   

Abstract

The fluoride-activated coupling between silyl-functionalized thiophene monomers and perfluoroarenes leads to moderately high-molecular-weight alternating copolymers in excellent yields and high chemical purity. The method bypasses transition-metal catalysis and the associated need for perfluoroarenes carrying additional functional "handles". Small-molecule model studies provide insight into the relative reactivities of functional groups in this synthetic pathway.

Entities:  

Year:  2006        PMID: 16492028     DOI: 10.1021/ja056074y

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  6 in total

1.  Catalytic C-H bond silylation of aromatic heterocycles.

Authors:  Anton A Toutov; Wen-Bo Liu; Kerry N Betz; Brian M Stoltz; Robert H Grubbs
Journal:  Nat Protoc       Date:  2015-10-29       Impact factor: 13.491

2.  Silylation of C-H bonds in aromatic heterocycles by an Earth-abundant metal catalyst.

Authors:  Anton A Toutov; Wen-Bo Liu; Kerry N Betz; Alexey Fedorov; Brian M Stoltz; Robert H Grubbs
Journal:  Nature       Date:  2015-02-05       Impact factor: 49.962

3.  Transition-metal-free controlled polymerization for poly(p-aryleneethynylene)s.

Authors:  Takanobu Sanji; Asahi Motoshige; Hideaki Komiyama; Junko Kakinuma; Rie Ushikubo; Satoru Watanabe; Tomokazu Iyoda
Journal:  Chem Sci       Date:  2014-10-29       Impact factor: 9.825

4.  Benzoate Cyclometalation Enables Oxidative Addition of Haloarenes at a Ru(II) Center.

Authors:  Marco Simonetti; Rositha Kuniyil; Stuart A Macgregor; Igor Larrosa
Journal:  J Am Chem Soc       Date:  2018-09-05       Impact factor: 15.419

5.  Organocatalyzed synthesis of fluorinated poly(aryl thioethers).

Authors:  Nathaniel H Park; Gabriel Dos Passos Gomes; Mareva Fevre; Gavin O Jones; Igor V Alabugin; James L Hedrick
Journal:  Nat Commun       Date:  2017-08-01       Impact factor: 14.919

6.  Nucleophilic Aromatic Substitution of Polyfluoroarene to Access Highly Functionalized 10-Phenylphenothiazine Derivatives.

Authors:  Kotaro Kikushima; Haruka Koyama; Kazuki Kodama; Toshifumi Dohi
Journal:  Molecules       Date:  2021-03-04       Impact factor: 4.411

  6 in total

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