1,3,5-Tris[(4-phenylboronic acid)]benzene

Base Information

• Chemical Name: 1,3,5-Tris[(4-phenylboronic acid)]benzene
• CAS No.: 900795-73-5
• Molecular Formula: C₂₄H₂₁B₃O₆
• Molecular Weight: 437.86
• Mol file: 900795-73-5.mol

Synonyms:1,3,5-tris[p-(dihydroxyboranyl)phenyl]benzene

Chemical Property of 1,3,5-Tris[(4-phenylboronic acid)]benzene

Chemical Property:

• Melting Point: >300 °C(Solv: methanol (67-56-1); hexane (110-54-3))
• Boiling Point: 736.9±70.0 °C(Predicted)
• PKA: 8.13±0.17(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)

Purity/Quality:

98.5% ^*data from raw suppliers

4,4''-Di(dihydroxyboryl)-5'-(4-dihydroxyborylphenyl)-1,1':3',1''-terphenyl 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,5-Tris[(4-phenylboronic acid)]benzene

There total 2 articles about 1,3,5-Tris[(4-phenylboronic acid)]benzene 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: 95.0%

2,2',2''-([1,1':3',1''-terphenyl]-4,4'',5'-triyl)tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) (1017967-97-3) → 1,3,5-tris[p-(dihydroxyboranyl)phenyl]benzene (900795-73-5)

Guidance literature:

2,2',2''-([1,1':3',1''-terphenyl]-4,4'',5'-triyl)tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolane); With sodium periodate; In tetrahydrofuran; water; at 20 ℃; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In water; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8cc04870c

Reference yield: 64.0%

1,3,5-tris(4-bromophenyl)benzene (7511-49-1) → 1,3,5-tris[p-(dihydroxyboranyl)phenyl]benzene (900795-73-5)

Guidance literature:

1,3,5-tris(4-bromophenyl)benzene; With tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

With ammonium chloride; In tetrahydrofuran; hexane; water;

DOI:10.1139/V06-022

Reference yield: 60.1%

1,3,5-tris[p-(dihydroxyboranyl)phenyl]benzene (900795-73-5) + 4-(4-(N-phenyl-N-(4-methylphenyl)amino)phenyl)-7-bromo-2,1,3-benzothiadiazole (1391829-10-9) → 1,3,5-tris(4-(7-(4-(N-phenyl-N-(4-methylphenyl)amino)phenyl)-2,1,3-benzothiadiazole-4-)phenyl)benzene

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; Aliquat 336; potassium carbonate; In toluene; at 100 ℃; for 12h; Darkness;

DOI:10.1002/pola.26061

upstream raw materials:

1,3,5-tris(4-bromophenyl)benzene

2,2',2''-([1,1':3',1''-terphenyl]-4,4'',5'-triyl)tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Downstream raw materials:

C₉₉H₉₉B₃F₆N₆O₆

C₈₁H₈₇B₃F₆N₆O₆

Refernces

• 1、 Jansze, Suzanne M.,Ortiz, Daniel,Fadaei Tirani, Farzaneh,Scopelliti, Rosario,Menin, Laure,Severin, Kay. "Inflating face-capped Pd6L8 coordination cages". supporting information. p. 9529 - 9532. Retrieved 2018/08/28.