5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde

Base Information

• Chemical Name: 5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde
• CAS No.: 1359093-57-4
• Molecular Formula: C₇₉H₅₅N₃OS₂
• Molecular Weight: 1126.46
• Mol file: 1359093-57-4.mol

Synonyms:

Chemical Property of 5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde

There total 6 articles about 5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde 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:

3,6-bis(4-vinyl-phenyl)-9H-carbazole (1359093-62-1) → 5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde (1359093-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / Reflux

2: 18-crown-6 ether; copper; potassium carbonate; 1,2-dichloro-benzene / 48 h / Reflux

With 18-crown-6 ether; palladium diacetate; copper; potassium carbonate; triethylamine; 1,2-dichloro-benzene; tris-(o-tolyl)phosphine; In N,N-dimethyl-formamide; 1: Heck reaction / 2: Ullmann coupling reaction;

DOI:10.1002/asia.201100661

Reference yield:

3,6-dibromo-9H-carbazole (6825-20-3) → 5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde (1359093-57-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / methanol; water; toluene / 24 h / Reflux

2: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / N,N-dimethyl-formamide / Reflux

3: 18-crown-6 ether; copper; potassium carbonate; 1,2-dichloro-benzene / 48 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; palladium diacetate; copper; potassium carbonate; triethylamine; 1,2-dichloro-benzene; tris-(o-tolyl)phosphine; In methanol; water; N,N-dimethyl-formamide; toluene; 1: Suzuki reaction / 2: Heck reaction / 3: Ullmann coupling reaction;

DOI:10.1002/asia.201100661

Reference yield:

2,2'-bithiophene-5-boronic acid (132898-95-4) → 5'-[4-(3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-carbaldehyde (1359093-57-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / methanol; water; toluene / 24 h / Reflux

2: trichlorophosphate / dichloromethane / 20 °C

3: 18-crown-6 ether; copper; potassium carbonate; 1,2-dichloro-benzene / 48 h / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; copper; potassium carbonate; 1,2-dichloro-benzene; trichlorophosphate; In methanol; dichloromethane; water; toluene; 1: Suzuki reaction / 2: Vilsmeier-Haack formylation / 3: Ullmann coupling reaction;

DOI:10.1002/asia.201100661

upstream raw materials:

5'-(4-bromophenyl)-[2,2']bithiophenyl-5-carbaldehyde

3,6-bis{4-[2-(4-diphenylamino-phenyl)vinyl]phenyl}-9H-carbazol

3,6-bis(4-vinyl-phenyl)-9H-carbazole

3,6-dibromo-9H-carbazole

Downstream raw materials:

3-{5'-[4-(3,6-bis{4-[2-(4-diphenylaminophenyl)vinyl]phenyl}carbazol-9-yl)phenyl]-[2,2']bithiophenyl-5-yl}-2-cyanoacrylic acid