3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran

Base Information

• Chemical Name: 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran
• CAS No.: 1333773-11-7
• Molecular Formula: C₅₈H₃₆N₂O₂
• Molecular Weight: 792.936
• Mol file: 1333773-11-7.mol

Synonyms:3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran

Chemical Property of 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran

There total 3 articles about 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran 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: 65.0%

1,5-dihydroxy-2,4-bis(phenylethynyl)benzene (960159-69-7) + N-(4-bromophenyl)carbazole (57102-42-8) → 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran (1333773-11-7)

Guidance literature:

1,5-dihydroxy-2,4-bis(phenylethynyl)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; hexane; at 120 ℃; for 3h; Inert atmosphere; Sealed tube;

N-(4-bromophenyl)carbazole; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tri-tert-butyl phosphine; In tetrahydrofuran; hexane; toluene; at 20 ℃; Inert atmosphere;

DOI:10.1002/hc.20682

Reference yield:

2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran (1333773-17-3) → 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran (1333773-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0 - 20 °C / Inert atmosphere

2.2: 3 h / 120 °C / Inert atmosphere; Sealed tube

2.3: 20 °C / Inert atmosphere

With n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; 2.3: Negishi coupling reaction;

DOI:10.1002/hc.20682

Reference yield:

phenylacetylene (536-74-3) → 3,5-bis[4-(9H-carbazolyl)phenyl]-2,6-diphenylbenzo[1,2-b:5,4-b']difuran (1333773-11-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; triphenylphosphine / 40 h / 90 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0 - 20 °C / Inert atmosphere

3.2: 3 h / 120 °C / Inert atmosphere; Sealed tube

3.3: 20 °C / Inert atmosphere

With piperidine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; 3.3: Negishi coupling reaction;

DOI:10.1002/hc.20682

upstream raw materials:

1,5-dihydroxy-2,4-bis(phenylethynyl)benzene

N-(4-bromophenyl)carbazole

2-[4,6-bis(phenylethynyl)-3-(tetrahydro-2H-2-pyranyloxy)phenoxy]tetrahydro-2H-pyran

phenylacetylene