Dimerization reactions with oxidized brominated thiophenes

Youssef, Khaled; Allain, Magali; Cauchy, Thomas; Gohier, Frédéric

doi:10.1039/d3nj00029j

Cited by 5 publications

(3 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Compound 1 was produced from 3,4-dibromothiophene according to our previously published procedure. 26 The latter is oxidized and then heated in acetic acid. Dimerization is then observed, followed by the SO 2 extrusion and elimination of the bromine atom.…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Streamlined Access to Substituted Benzothieno-S,S-Dioxide-Benzofuran (BTOBF): Properties and Application in Solution-Processed Organic Light-Emitting Diodes

Youssef,

Gasonoo,

Allain

et al. 2024

ACS Appl. Opt. Mater.

Self Cite

View full text Add to dashboard Cite

Utilizing a streamlined five-step synthesis process, we have successfully produced a diverse set of adjustable benzo [4,5]thieno-S,S-dioxide-[3,2-b]benzofurans-based compounds via Michael's addition−elimination reaction, Suzuki-Miyaura coupling, and intramolecular oxidative C−H/C−H coupling, in 70−90% yields. The synthetic strategy employed demonstrates that the compounds can be modified on either side by introducing various types of groups at positions 2 and 3, with the possibility of extending the aromatic portion in place of benzofuran. Thus, these compounds exhibit a distinctive dual-state emission, showcasing very good quantum yields up to 63% in the solid state and 83% in solution. Additionally, these compounds were integrated into ambient conditions and solution-processed, nondoped OLEDs, demonstrating promising results with a luminance of 850 cd/m 2 and a turn-on voltage of 3.50 V.

show abstract

Section: Resultsmentioning

confidence: 99%

“…Compound 1 was produced from 3,4-dibromothiophene according to our previously published procedure . The latter is oxidized and then heated in acetic acid.…”

Section: Resultsmentioning

confidence: 99%

Streamlined Access to Substituted Benzothieno-S,S-Dioxide-Benzofuran (BTOBF): Properties and Application in Solution-Processed Organic Light-Emitting Diodes

Youssef,

Gasonoo,

Allain

et al. 2024

ACS Appl. Opt. Mater.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Thiophene, another electron‐rich chemical structure, like phenothiazine, is also readily oxidized by HClO. [ 159 ] Molecule 9 introduces thiophene and triphenylamine at the electron‐absorbing benzothiadiazole moiety, and the D‐A‐D‐A‐D structure possesses NIR‐II emission at 1150 nm under 980 nm excitation (Figure 2A). [ 160 ] The FL of these probes changes significantly after oxidation of the electron‐rich group by HClO.…”

Section: Fl Imaging Of Arthritismentioning

confidence: 99%

Emerging advances in fluorescence imaging and phototherapy of arthritis

Wang,

Dai,

Shao

et al. 2023

Interdisciplinary Materials

View full text Add to dashboard Cite

Arthritis is a chronic disease whose etiology is difficult to pinpoint, and the difficulty of arthritis detection and subsequent treatment causes enormous distress to patients. In recent years, thanks to advances in medicine and detection, a variety of treatment modalities for arthritis have emerged. The combination of emerging detection technologies with different anti‐inflammatory medications and even advances in surgical techniques have all played a positive role in the treatment of arthritis. In the present work, we have collected relevant literature on fluorescence (FL) imaging and phototherapy of arthritis in recent years, intending to reveal the advantages and potential application value of FL imaging and phototherapy for researchers. Meanwhile, due to the shortcomings of FL imaging and phototherapy in the diagnosis and treatment of arthritis, we advocate overcoming these difficulties in future research.

show abstract

High performance polythiophene derivative with good electrochromic and energy storage properties electrochemical synthesized in boron trifluoride diethyl etherate

Guo,

Du,

Deng

et al. 2023

Dyes and Pigments

View full text Add to dashboard Cite

Dimerization reactions with oxidized brominated thiophenes

Abstract: 2-bromo, 3-bromothiophene, 2,5-dibromothiophene, 3,4-dibromothiophene and perbrominated thiophene have been oxidized in different conditions to target thiophene S,S-dioxide. Depending on the substitution, the sulfone is obtained when the thiophene is hindered....

Cited by 5 publications

References 18 publications

Streamlined Access to Substituted Benzothieno-S,S-Dioxide-Benzofuran (BTOBF): Properties and Application in Solution-Processed Organic Light-Emitting Diodes

Streamlined Access to Substituted Benzothieno-S,S-Dioxide-Benzofuran (BTOBF): Properties and Application in Solution-Processed Organic Light-Emitting Diodes

Emerging advances in fluorescence imaging and phototherapy of arthritis

High performance polythiophene derivative with good electrochromic and energy storage properties electrochemical synthesized in boron trifluoride diethyl etherate

Contact Info

Product

Resources

About