2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene

Base Information

• Chemical Name: 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene
• CAS No.: 1365541-06-5
• Molecular Formula: C₆₁H₇₁BO₂
• Molecular Weight: 847.045
• Mol file: 1365541-06-5.mol

Synonyms:2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene

Chemical Property of 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene

There total 8 articles about 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene 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: 82.7%

2-bromo-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene (1365541-05-4) + bis(pinacol)diborane (73183-34-3) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene (1365541-06-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 70 - 90 ℃; for 64h; Inert atmosphere;

DOI:10.1039/c2jm30261f

Reference yield:

1-(4-bromophenyl)-1,2,2-triphenylethanol → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene (1365541-06-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / toluene / 6 h / Reflux

2.1: n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

2.3: 1 h

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / water; toluene / 20 h / 90 °C / Inert atmosphere

4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 64 h / 70 - 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium acetate; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; hexane; water; toluene;

DOI:10.1039/c2jm30261f

Reference yield:

2-bromo-9H-fluorene (1133-80-8) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene (1365541-06-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium iodate; iodine / water; acetic acid / 2 h / 90 °C / Inert atmosphere

2: sodium hydroxide / water; dimethyl sulfoxide / 24 h / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate / water; toluene / 20 h / 90 °C / Inert atmosphere

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 64 h / 70 - 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium iodate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; iodine; potassium acetate; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; sodium hydroxide; In 1,4-dioxane; water; acetic acid; dimethyl sulfoxide; toluene;

DOI:10.1039/c2jm30261f

upstream raw materials:

4-(1,2,2-triphenylvinyl)phenylboronic acid

2-bromo-9,9-dioctyl-7-(4-(1,2,2-triphenylethylenyl)phenyl)-9H-fluorene

bis(pinacol)diborane

Diphenylmethane