1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene

Base Information

• Chemical Name: 1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene
• CAS No.: 1263774-65-7
• Molecular Formula: C₃₆H₃₆Si₂
• Molecular Weight: 524.853
• Mol file: 1263774-65-7.mol

Synonyms:1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene

Chemical Property of 1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene

There total 5 articles about 1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene 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: 51.5%

1,2-bis(4-bromophenyl)-1,2-diphenylethylene (184239-35-8) + trimethylsilylacetylene (1066-54-2) → 1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene (1263774-65-7)

Guidance literature:

With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In tetrahydrofuran; at 350 ℃; for 72h; Inert atmosphere;

DOI:10.1039/c0jm04100a

Reference yield:

4-Bromobenzoic acid (586-76-5) → 1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene (1263774-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C

1.2: 16 h / 70 °C

2.1: zinc; titanium tetrachloride / tetrahydrofuran / 3 h / 70 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.25 h / Microwave irradiation; Inert atmosphere

3.2: 2 h / 120 °C / Microwave irradiation; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; oxalyl dichloride; titanium tetrachloride; N,N-dimethyl-formamide; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1002/anie.202107748

Reference yield:

(4-bromophenyl)(phenyl)methanone (90-90-4) → 1,2-bis{4-[2-(trimethylsilyl)ethynyl]phenyl}-1,2-diphenylethene (1263774-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zinc; titanium tetrachloride / tetrahydrofuran / 3 h / 70 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 0.25 h / Microwave irradiation; Inert atmosphere

2.2: 2 h / 120 °C / Microwave irradiation; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; titanium tetrachloride; zinc; In tetrahydrofuran;

DOI:10.1002/anie.202107748

upstream raw materials:

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

trimethylsilylacetylene

(4-bromophenyl)(phenyl)methanone

4-Bromobenzoic acid

Downstream raw materials:

1,2-bis{4-[1-(6-phenoxyhexyl)-1,2,3-triazol-4-yl]phenyl}-1,2-diphenylethene

1,2-bis(4-ethynylphenyl)-1,2-diphenyl-ethene