Electrochemical oxidation of dipyrrolyl derivatives: application to the formation of reticulated conducting polymers with conjugated spacers

Just, P.-E.; Chane-Ching, Kathleen I.; Lacroix, Jean‐Christophe; Lacaze, P.C.

doi:10.1016/s0013-4686(01)00620-x

Cited by 12 publications

(4 citation statements)

References 13 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The bands located in the 1498-1424 cm -1 region are due to the C=C pyrrolic ring stretching vibrations. 12 The very strong or strong bands appearing in the 1247-1261 cm -1 region for all psubstituted N-phenylpyrrole derivatives were assigned to the δ =C-H in-plane bending vibrations of four adjacent hydrogen atoms of a 1,4-disubstituted phenyl ring. For characterization purposes, it is particularly interesting to interpret the bands occurring in the 1100-600 cm -1 region.…”

Section: Spectroscopic Characterization (A) Ft-ir Spectral Studymentioning

confidence: 94%

“…[10][11][12][13][14] We also compared, whenever it is possible, the IR spectral data of the p-substituted N-phenylpyrroles with those that we previously reported for unsubstituted NPPY, the parent compound. 6,7 For all compounds under study, the bands observed within 3150-3100 cm -1 and those within 3000-3080 cm -1 can be assigned to the υ=C-H stretching vibrations (harmonic) of the pyrrole and phenyl rings, respectively, in agreement with the attribution of bands appearing in the same spectral region for NPPY (Tables 2 and 3).…”

Section: Spectroscopic Characterization (A) Ft-ir Spectral Studymentioning

confidence: 99%

See 1 more Smart Citation

New synthesis routes, characterization, electrochemical and spectral properties of p-substituted N-phenylpyrroles. Substituent effects

Diaw¹,

Yassar²,

Gningue-Sall³

et al. 2009

Arkivoc

View full text Add to dashboard Cite

A series of p-substituted N-phenylpyrroles, including 4-(1H-pyrrol-1-yl)phenol (1), 1-(4-methoxyphenyl)-1H-pyrrole (2), 1,1'-benzene-1,4-diylbis(1H-pyrrole) (4), 1,1'-biphenyl-4,4'-diylbis(1H-pyrrole) (5) and 1-(4-bromophenyl)-1H-pyrrole (3), was prepared by means of a modified Clauson-Kaas method. Two new symmetrically and asymmetrically end-capped pyrrole thiophenes, namely 1-[4-(thiophen-2-yl)phenyl]-1H-pyrrole (6) and 1,1'-(bithiophen-5,5''-diyldibenzene-4,1-diyl)bis(1H-pyrrole) (7) were synthesized by using 3 as a building block and the Stille method as cross-coupling reaction. For both methods, the chemical yields ranged from 36 to 81% and the desired products were characterized by 1 H and 13 C NMR, IR, and mass spectrometry. Electrochemical properties and UV-visible absorption spectra were also investigated in order to evaluate the substituent electron-donor effects on the physicochemical parameters.

show abstract

Section: Spectroscopic Characterization (A) Ft-ir Spectral Studymentioning

confidence: 94%

Section: Spectroscopic Characterization (A) Ft-ir Spectral Studymentioning

confidence: 99%

New synthesis routes, characterization, electrochemical and spectral properties of p-substituted N-phenylpyrroles. Substituent effects

Diaw¹,

Yassar²,

Gningue-Sall³

et al. 2009

Arkivoc

View full text Add to dashboard Cite

show abstract

“…All important compounds synthesized were characterized by 1 H NMR, 13 C NMR and APCI-MS. 1 H NMR spectra were measured on a Bruker AV300 (300 MHz) spectrometer at the ambient temperature with tetramethylsilane (TMS) as an internal standard. 13 C NMR spectra were recorded on Bruker AV300 (75 MHz) spectrometer at the ambient temperature and chemical shifts were recorded in ppm from the solvent resonance employed as the internal standard. Atmospheric pressure chemical ionization mass spectra were obtained on a Bruker HCT Mass Spectrometer.…”

Section: Materials and Equipmentmentioning

confidence: 99%

“…It was reported that dimers or trimers having two or more heteroaromatic rings derived from thiophene, furan and pyrrole [11][12][13] could overcome these shortcomings.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, electrochemical and fluorescence properties of three new dithienylpyrroles bearing aromatic amine units

Wang

Huang

et al. 2011

Journal of Electroanalytical Chemistry

View full text Add to dashboard Cite

Electrochemical and optical properties of poly(4-(4-(1H-pyrrol-1-yl)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole

Bezgin Carbas,

Ergin,

Yildiz

et al. 2024

Polym. Bull.

View full text Add to dashboard Cite

A novel dithieno[3,2-b:2',3'-d]pyrrole (DTP) derivative, namely, 4-(4-(1H-pyrrol-1-yl)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole (DTP-Ph-Pyr) was synthesized, and its corresponding polymer (P(DTP-Ph-Pyr)) was successfully obtained via electrochemical polymerization. Electrochemical and optical properties of this novel polymer were discussed in detail. It was found that the polymer film also exhibited a reversible electrochromic behavior (orange color in the neutral state and blue color in the oxidized state) with a high optical contrast (52.5% at 950 nm) and coloration efficiency (123 cm2/C at 950 nm). Moreover, the electrochemical and optical properties of the polymer were compared with both its electrochromic P(DTP) analogues and its sister polymer structure, poly(1-(4-(1H-pyrrol-1-yl)phenyl)-2,5-di(thiophen-2-yl)-1H-pyrrole) (P(SNS-Ph-Pyr)), possessing same subunit. Graphical abstract

show abstract

Electrochemical oxidation of dipyrrolyl derivatives: application to the formation of reticulated conducting polymers with conjugated spacers

Cited by 12 publications

References 13 publications

New synthesis routes, characterization, electrochemical and spectral properties of p-substituted N-phenylpyrroles. Substituent effects

New synthesis routes, characterization, electrochemical and spectral properties of p-substituted N-phenylpyrroles. Substituent effects

Synthesis, electrochemical and fluorescence properties of three new dithienylpyrroles bearing aromatic amine units

Electrochemical and optical properties of poly(4-(4-(1H-pyrrol-1-yl)phenyl)-4H-dithieno[3,2-b:2',3'-d]pyrrole

Contact Info

Product

Resources

About