Boronic acid, B,B'-[(1,2-diphenyl-1,2-ethenediyl)di-4,1-phenylene]bis- 4,4'-(1,2-Diphenyl-1,2-ethenylene)diphenylboronic acid

Base Information

• Chemical Name: Boronic acid, B,B'-[(1,2-diphenyl-1,2-ethenediyl)di-4,1-phenylene]bis- 4,4'-(1,2-Diphenyl-1,2-ethenylene)diphenylboronic acid
• CAS No.: 1054451-31-8
• Molecular Formula: C26H24B4O8
• Molecular Weight: 420.08
• Mol file: 1054451-31-8.mol

Synonyms:Boronic acid, B,B'-[(1,2-diphenyl-1,2-ethenediyl)di-4,1-phenylene]bis- 4,4'-(1,2-Diphenyl-1,2-ethenylene)diphenylboronic acid;4,4'-(1,2-diphenylethene-1,2-diyl)bis(4,1-phenylene)diboronic acid;[(1,2-Diphenylethene-1,2-diyl)bis(4,1-phenylene)]diboronic acid

Chemical Property of Boronic acid, B,B'-[(1,2-diphenyl-1,2-ethenediyl)di-4,1-phenylene]bis- 4,4'-(1,2-Diphenyl-1,2-ethenylene)diphenylboronic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Boronic acid, B,B'-[(1,2-diphenyl-1,2-ethenediyl)di-4,1-phenylene]bis- 4,4'-(1,2-Diphenyl-1,2-ethenylene)diphenylboronic acid

There total 2 articles about Boronic acid, B,B'-[(1,2-diphenyl-1,2-ethenediyl)di-4,1-phenylene]bis- 4,4'-(1,2-Diphenyl-1,2-ethenylene)diphenylboronic acid 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%

Trimethyl borate (121-43-7,63156-11-6) + 1,2-bis(4-bromophenyl)-1,2-diphenylethylene (184239-35-8) → (1,2-diphenylethene-1,2-diyl)bis(4,4'-phenylene)-1,1'-diboronic acid (1054451-31-8)

Guidance literature:

1,2-bis(4-bromophenyl)-1,2-diphenylethylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With hydrogenchloride; In water; at 20 ℃; for 3h;

DOI:10.1039/c1jm13556b

Reference yield:

(4-bromophenyl)(phenyl)methanone (90-90-4) → (1,2-diphenylethene-1,2-diyl)bis(4,4'-phenylene)-1,1'-diboronic acid (1054451-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium tetrachloride; zinc / tetrahydrofuran / 20 h / Reflux

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

2.2: -78 - 20 °C

2.3: 20 °C

With n-butyllithium; titanium tetrachloride; zinc; In tetrahydrofuran; hexane;

Reference yield: 80.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (1,2-diphenylethene-1,2-diyl)bis(4,4'-phenylene)-1,1'-diboronic acid (1054451-31-8) → 1,2-diphenyl-1,2-bis[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethene (1260865-88-0)

Guidance literature:

In toluene; Reflux;

DOI:10.1021/ja107086y

upstream raw materials:

Trimethyl borate

1,2-bis(4-bromophenyl)-1,2-diphenylethylene

(4-bromophenyl)(phenyl)methanone

Downstream raw materials:

1,2-diphenyl-1,2-bis[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethene

1,2-bis[4'-(4'-(2,2':6',2'-terpyridyl))biphenyl-4-yl]-1,2-diphenylethene

1,2-bis(4-(9,9-diphenyl-9H-fluoren-2-yl)phenyl)-1,2-diphenylethene

1,2-bis[4-(9,9'-spirobifluorene-7-yl)phenyl]-1,2-diphenylethene