Borane, tris(4-ethynyl-2,3,5,6-tetramethylphenyl)-

Base Information

• Chemical Name: Borane, tris(4-ethynyl-2,3,5,6-tetramethylphenyl)-
• CAS No.: 321735-72-2
• Molecular Formula: C36H39B
• Molecular Weight: 482.517
• Mol file: 321735-72-2.mol

Synonyms:

Chemical Property of Borane, tris(4-ethynyl-2,3,5,6-tetramethylphenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Borane, tris(4-ethynyl-2,3,5,6-tetramethylphenyl)-

There total 4 articles about Borane, tris(4-ethynyl-2,3,5,6-tetramethylphenyl)- 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: 97.0%

tris[(trimethylsilylethynyl)duryl]borane (321735-70-0) → tris(4-ethynyl-2,3,5,6-tetramethylphenyl)borane (321735-72-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

DOI:10.1021/ol006660q

Reference yield:

1,4-dibromodurene (1646-54-4) → tris(4-ethynyl-2,3,5,6-tetramethylphenyl)borane (321735-72-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / diethyl ether; hexane / 0.33 h / 0 °C

1.2: 74 percent / BF₃*OEt₂ / diethyl ether; hexane / 16 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.83 h / -78 °C

2.2: 84 percent / iodine / tetrahydrofuran; pentane / 11 h / 20 °C

3.1: 93 percent / CuI; Et₂NH / PdCl₂(PPh₃)2 / tetrahydrofuran / 10 h / Heating

4.1: 97 percent / KOH / methanol; tetrahydrofuran / 2 h / 20 °C

With potassium hydroxide; copper(l) iodide; n-butyllithium; tert.-butyl lithium; diethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; pentane;

DOI:10.1021/ol006660q

Reference yield:

tris(4-bromo-2,3,5,6-tetramethylphenyl)borane (321735-68-6) → tris(4-ethynyl-2,3,5,6-tetramethylphenyl)borane (321735-72-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: t-BuLi / tetrahydrofuran; pentane / 0.83 h / -78 °C

1.2: 84 percent / iodine / tetrahydrofuran; pentane / 11 h / 20 °C

2.1: 93 percent / CuI; Et₂NH / PdCl₂(PPh₃)2 / tetrahydrofuran / 10 h / Heating

3.1: 97 percent / KOH / methanol; tetrahydrofuran / 2 h / 20 °C

With potassium hydroxide; copper(l) iodide; tert.-butyl lithium; diethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; pentane;

DOI:10.1021/ol006660q

upstream raw materials:

tris[(trimethylsilylethynyl)duryl]borane

1,4-dibromodurene

tris(4-bromo-2,3,5,6-tetramethylphenyl)borane

tris(p-iododuryl)borane

Downstream raw materials:

[Re(2,9-Me₂phen)(carbonyl)3(tris(4-ethynyl-2,3,5,6-tetramethylphenyl)borane(-H))]

[Re(5,6-phen)(carbonyl)3(tris(4-ethynyl-2,3,5,6-tetramethylphenyl)borane(-H))]

[Re(phenanthroline)(carbonyl)3(tris(4-ethynyl-2,3,5,6-tetramethylphenyl)borane(-H))]