1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene

Base Information

• Chemical Name: 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene
• CAS No.: 599187-73-2
• Molecular Formula: C₆₂H₅₆Si₄
• Molecular Weight: 913.469
• Mol file: 599187-73-2.mol

Synonyms:1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene

Chemical Property of 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene

There total 8 articles about 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene 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: 99.0%

1,5-diiodonaphthalene (27715-44-2) + 1-[(3,5-bis-trimethylsilylethynylphenyl)ethynyl]-4-ethynylbenzene (599187-57-2) → 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene (599187-73-2)

Guidance literature:

With copper(I) chloride; bis-triphenylphosphine-palladium(II) chloride; triethylamine;

DOI:10.1016/S0040-4039(03)01137-7

Reference yield:

1,3,5-trisbromobenzene (626-39-1) → 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene (599187-73-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / Cl₂Pd(Ph₃P)2; CuI; NEt₃ / 15 h / 60 °C

2: 85 percent / Cl₂Pd(Ph₃P)2; CuI; NEt₃ / 15 h / 60 °C

3: 99 percent / NaOH / toluene / 4 h / Heating

4: 90 percent / Cl₂Pd(Ph₃P)2; CuI; NEt₃ / 12 h / 60 °C

5: 99 percent / NaOH / toluene / 4 h / Heating

6: 95 percent / Cl₂Pd(Ph₃P)2; CuI; NEt₃ / 12 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; triethylamine; In toluene;

DOI:10.1021/jo034972b

Reference yield:

4-(3-hydroxy-3-methyl-1-butynyl)-1-iodobenzene (120517-37-5) → 1,5-bis-[4-(3,5-bis-trimethylsilanylethynyl-phenylethynyl)-phenylethynyl]-naphthalene (599187-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / Cl₂Pd(Ph₃P)2; CuI; NEt₃ / 12 h / 60 °C

2: 99 percent / NaOH / toluene / 4 h / Heating

3: 95 percent / Cl₂Pd(Ph₃P)2; CuI; NEt₃ / 12 h / 60 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium hydroxide; copper(l) iodide; triethylamine; In toluene;

DOI:10.1021/jo034972b

upstream raw materials:

1,5-diiodonaphthalene

1-[(3,5-bis-trimethylsilylethynylphenyl)ethynyl]-4-ethynylbenzene

1,3,5-trisbromobenzene

4-(3-hydroxy-3-methyl-1-butynyl)-1-iodobenzene