2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

Base Information

• Chemical Name: 2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole
• CAS No.: 1593020-60-0
• Molecular Formula: C₄₈H₃₂F₁₀N₂S₂
• Molecular Weight: 890.912
• Mol file: 1593020-60-0.mol

Synonyms:2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

Chemical Property of 2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

There total 4 articles about 2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 21.0%

1,4-bis(4-methylphenyl)-2,5-bis(4-((trimethylsilyl)ethynyl)phenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1593020-52-0) + 1-bromo-4-pentafluorosulfanylbenzene (774-93-6) → 2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1593020-60-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c4ob00143e

Reference yield: 21.0%

→ 2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1593020-60-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere;

Reference yield:

4-[(trimethylsilyl)ethynyl]bezaldehyde (77123-57-0) → 2,5-bis(4-(4-pentafluorothiophenyl)ethynylphenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1593020-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / 0.5 h / 100 °C

1.2: 3 h / 100 °C

2.1: tetrabutyl ammonium fluoride; copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 16 h / 20 °C / Schlenk technique; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; 1.1: |Sonogashira Cross-Coupling / 1.2: |Sonogashira Cross-Coupling / 2.1: |Sonogashira Cross-Coupling;

DOI:10.1039/c4ob00143e

upstream raw materials:

p-toluidine

4-[(trimethylsilyl)ethynyl]bezaldehyde

1,4-bis(4-methylphenyl)-2,5-bis(4-((trimethylsilyl)ethynyl)phenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

1-bromo-4-pentafluorosulfanylbenzene