Synthesis and cyclic voltammetric behaviour of some 3-substituted thiophenes and pyrroles: Precursors for the preparation of conducting polymers

Bryce, Martin R.; Chissel, André; Smith, N. R. M.; Parker, David; Kathirgamanathan, Poopathy

doi:10.1016/0379-6779(88)90342-6

Cited by 45 publications

(10 citation statements)

References 25 publications

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“…For example, steric interactions decrease reactivity at the ß sites, and thus we °The vibrations in this area delineate the 2-substituted versus the 2,5-disubstituted thiophenes. 6 Polythiophene prepared in our laboratory using the Kobayashi method.46 expect the polymers to be essentially a coupled. This will be discussed further in the context of polymer structure.…”

Section: Resultsmentioning

confidence: 99%

Electrically conducting polymers containing alternating substituted phenylenes and bithiophene repeat units

Reynolds¹,

Ruiz²,

Child³

et al. 1991

Macromolecules

100

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Section: Resultsmentioning

confidence: 99%

Electrically conducting polymers containing alternating substituted phenylenes and bithiophene repeat units

Reynolds¹,

Ruiz²,

Child³

et al. 1991

Macromolecules

100

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“…Compound 1a was synthesized according to the literature. 39 1 H NMR (400 MHz, acetone) d 7.22 (dd, J = 4. 2 mmol) was added into a solution of 1a (5.30 g, 36.8 mmol) and tert-butyldimethylsilyl chloride (3.30 g, 44.2 mmol) in 30 mL of DMF.…”

Section: Materials and Instrumentmentioning

confidence: 99%

The important role of the location of the alkoxy group on the thiophene ring in designing efficient organic nonlinear optical materials based on double-donor chromophores

et al. 2015

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“…Electron-donating groups (SR, OR) overstabilize the radical cations, allowing them to diffuse away from the anode . A wide variety of functional groups are tolerated, however, if they are electronically insulated from the thiophene ring by saturated carbon spacers: amides, esters, alkenes, oligoethers, viologen and ferrocene, fluorine, sulfonate esters, bipyridyl, benzoquinone, and tetrathiafulvalene are some examples.…”

Section: Introductionmentioning

confidence: 99%

A New Poly(3-alkylthiophene) Synthesis via Pd-Catalyzed Coupling of Thienyl Mercuric Chlorides

Curtis

McClain

1996

Chem. Mater.

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A new coupling reaction based on the Pd-catalyzed reductive coupling of thienyl mercuric chlorides is described. A variety of substituted thiophenes react with HgCl2 to produce thienyl mercuric chlorides. The degree of substitution can be controlled by the choice of temperature, solvent, and reaction time, and the resulting chloromercuri thiophenes or bis(chloromercuri)thiophenes are stable to air and water. Heating the thienyl mercuric chlorides in pyridine solvent with Cu powder and PdCl2 catalyst gave good yields of the coupled thiophenes. Poly(alkyl)thiophenes, poly(alkyl thienylacetate esters), and copolymers of alkylthiophenes with unsubstituted thiophene were formed in good yields. Molecular weights, M w, were in the range 5300−83000. This coupling reaction was demonstrated to be compatible with the presence of an electrophilic substituent that is attacked by more nucleophilic intermediates, e.g., thienyllithium or thienyl Grignard reagents. Thus, this synthesis should be compatible with substituents known to be unreactive toward arylmercuric chlorides or arylpalladium compounds and is therefore complementary to the organometallic coupling schemes currently in use.

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Synthesis and cyclic voltammetric behaviour of some 3-substituted thiophenes and pyrroles: Precursors for the preparation of conducting polymers

Cited by 45 publications

References 25 publications

Electrically conducting polymers containing alternating substituted phenylenes and bithiophene repeat units

Electrically conducting polymers containing alternating substituted phenylenes and bithiophene repeat units

The important role of the location of the alkoxy group on the thiophene ring in designing efficient organic nonlinear optical materials based on double-donor chromophores

A New Poly(3-alkylthiophene) Synthesis via Pd-Catalyzed Coupling of Thienyl Mercuric Chlorides

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