3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole

Base Information

• Chemical Name: 3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole
• CAS No.: 1266603-22-8
• Molecular Formula: C₄₀H₃₄BBr₂NS
• Molecular Weight: 731.402

Synonyms:3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole

Chemical Property of 3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole

There total 5 articles about 3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole 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: 56.0%

9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole (1266603-20-6) → 3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole (1266603-22-8)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.polymer.2010.12.060

Reference yield:

N-(4-bromophenyl)carbazole (57102-42-8) → 3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole (1266603-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene / 48 h / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 12 h / -78 °C / Inert atmosphere

3.1: N-Bromosuccinimide / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; water; toluene; 1.1: Suzuki coupling;

DOI:10.1016/j.polymer.2010.12.060

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 3,6-dibromo-9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole (1266603-22-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 18-crown-6 ether; potassium carbonate / 1,2-dichloro-benzene / 16 h / Inert atmosphere; Reflux

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; toluene / 48 h / Inert atmosphere; Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: 12 h / -78 °C / Inert atmosphere

4.1: N-Bromosuccinimide / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 18-crown-6 ether; potassium carbonate; In tetrahydrofuran; hexane; water; 1,2-dichloro-benzene; toluene; 1.1: Ullmann reaction / 2.1: Suzuki coupling;

DOI:10.1016/j.polymer.2010.12.060

upstream raw materials:

9-(4-(5-(dimesitylboryl)thiophen-2-yl)phenyl)-9H-carbazole

9-(4-(thiophen-2-yl)phenyl)-9H-carbazole

1.4-dibromobenzene

N-(4-bromophenyl)carbazole

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