1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne

Base Information

• Chemical Name: 1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne
• CAS No.: 1026707-45-8
• Molecular Formula: C₅₂H₅₆N₂Si₂
• Molecular Weight: 765.201
• Mol file: 1026707-45-8.mol

Synonyms:1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne

Chemical Property of 1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne

There total 8 articles about 1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne 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: 94.0%

1-(2-ethynylphenyl)-2-[4-(triisopropylsilylethynyl)pyridin-3-yl]ethyne (860022-00-0) → 1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne (1026707-45-8)

Guidance literature:

With pyridine; oxygen; copper(l) chloride; at 20 ℃; for 48h;

DOI:10.1021/jo040276f

Reference yield:

3-bromo-4-(triisopropylsilylethynyl)pyridine (860021-82-5) → 1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne (1026707-45-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-BuLi / hexane; diethyl ether / 1.5 h / -78 °C

1.2: 80 percent / 1,2-diiodoethane / hexane; diethyl ether / 3 h / -78 °C

2.1: 96 percent / CuI; triethylamine; PdCl₂(PPh₃)2 / 20 °C

3.1: 99 percent / K₂CO₃ / methanol / 20 h / 20 °C

4.1: 77 percent / CuI; triethylamine / PdCl₂(PPh₃)2 / toluene / 144 h / 20 °C

5.1: 88 percent / K₂CO₃ / methanol / 1.5 h / 20 °C

6.1: 94 percent / CuCl; O₂; pyridine / 48 h / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; oxygen; potassium carbonate; triethylamine; copper(l) chloride; bis-triphenylphosphine-palladium(II) chloride; In methanol; diethyl ether; hexane; toluene; 2.1: Sonogashira reaction / 4.1: Sonogashira coupling / 6.1: Hay homocoupling;

DOI:10.1021/jo040276f

Reference yield:

3-ethynyl-4-triisopropylsilylethynylpyridine (860021-85-8) → 1,4-bis[2-({4-[(triisopropylsilyl)ethynyl]pyridin-3-yl}ethynyl)phenyl]buta-1,3-diyne (1026707-45-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / CuI; triethylamine / PdCl₂(PPh₃)2 / toluene / 144 h / 20 °C

2: 88 percent / K₂CO₃ / methanol / 1.5 h / 20 °C

3: 94 percent / CuCl; O₂; pyridine / 48 h / 20 °C

With pyridine; copper(l) iodide; oxygen; potassium carbonate; triethylamine; copper(l) chloride; bis-triphenylphosphine-palladium(II) chloride; In methanol; toluene; 1: Sonogashira coupling / 3: Hay homocoupling;

DOI:10.1021/jo040276f

upstream raw materials:

1-(2-ethynylphenyl)-2-[4-(triisopropylsilylethynyl)pyridin-3-yl]ethyne

3-bromo-4-(triisopropylsilylethynyl)pyridine

3-iodo-4-(triisopropylsilylethynyl)pyridine

3-ethynyl-4-triisopropylsilylethynylpyridine

Downstream raw materials:

1,4-bis[2-((4-ethynylpyridin-3-yl)ethynyl)phenyl]buta-1,3-diyne

Refernces