5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5^λ,6^λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine

Base Information

• Chemical Name: 5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5^λ,6^λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine
• CAS No.: 1401615-69-7
• Molecular Formula: C₂₅H₂₃BF₂N₂
• Molecular Weight: 400.279

Synonyms:5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5^λ,6^λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine

Chemical Property of 5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5^λ,6^λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5^λ,6^λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine

There total 5 articles about 5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5^λ,6^λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine 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: 74.0%

2-iodo-1,3,5,7-tetramethyl-8-phenyl-4,4-difluoro-4-bora-3a-azonia-4a-aza-s-indacence (1296869-56-1) + phenylboronic acid (98-80-6) → 5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5λ,6λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine (1401615-69-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; toluene; at 100 ℃; for 4h; Inert atmosphere;

DOI:10.1021/ja405170j

Reference yield: 46.0%

mesityl(phenyl)iodonium triflouromethanesulfonate (144930-50-7) + phenyl BODIPY → 5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5λ,6λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine (1401615-69-7)

Guidance literature:

With 2,6-di-tert-butyl-pyridine; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; toluene; at 70 ℃; for 6h; Inert atmosphere; Molecular sieve; Sealed tube;

DOI:10.1039/c7ra13070h

Reference yield:

phenyl BODIPY → 5,5-difluoro-1,3,7,9-tetramethyl-2,10-diphenyl-5H-5λ,6λ-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine (1401615-69-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-iodo-succinimide / dichloromethane / 1 h / 20 °C / Cooling with ice

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene; water / 4 h / 100 °C / Inert atmosphere

With N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In dichloromethane; water; toluene; 2: |Suzuki Coupling;

DOI:10.1021/ja405170j

upstream raw materials:

benzoyl chloride

2-iodo-1,3,5,7-tetramethyl-8-phenyl-4,4-difluoro-4-bora-3a-azonia-4a-aza-s-indacence

phenylboronic acid

2,4-dimethyl-1H-pyrrole

Downstream raw materials:

C₂₅H₂₂BF₂IN₂

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