5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl

Base Information

• Chemical Name: 5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl
• CAS No.: 945892-04-6
• Molecular Formula: C₅₂H₅₄F₃NSi
• Molecular Weight: 778.088
• Mol file: 945892-04-6.mol

Synonyms:5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl

Chemical Property of 5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl

There total 6 articles about 5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl 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: 81.0%

C44H44BrF3Si (945892-02-4) + 4-(dimethylamino)benzene-boronic acid (28611-39-4) → 5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl (945892-04-6)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 80 ℃; for 16h;

DOI:10.1002/ejoc.200700070

Reference yield:

[2-(4-bromo-6-ethynyl-4'-(trifluoromethyl)biphenyl-3-yl)ethynyl]triisopropylsilane (945891-92-9) → 5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl (945892-04-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / CuI; diisopropylethylamine / Pd(PPh₃)4 / tetrahydrofuran / 16 h / 20 °C

2: 81 percent / K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 16 h / 80 °C

With copper(l) iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; water; 1: Sonogashira coupling / 2: Suzuki coupling;

DOI:10.1002/ejoc.200700070

Reference yield:

4-bromo-4'-trifluoromethyl-2,5-bis[2-(triisopropylsilyl)ethynyl]biphenyl (945891-89-4) → 5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-4-trifluoromethyl-2'-[2-(triisopropylsilanyl)ethynyl][1,1':4',1]terphenyl (945892-04-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 21 percent / TBAF; acetic acid / tetrahydrofuran / 16 h / 20 °C

2: 90 percent / CuI; diisopropylethylamine / Pd(PPh₃)4 / tetrahydrofuran / 16 h / 20 °C

3: 81 percent / K₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane; H₂O / 16 h / 80 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; water; 2: Sonogashira coupling / 3: Suzuki coupling;

DOI:10.1002/ejoc.200700070

upstream raw materials:

C₄₄H₄₄BrF₃Si

4-(dimethylamino)benzene-boronic acid

4-bromo-4'-trifluoromethyl-2,5-bis[2-(triisopropylsilyl)ethynyl]biphenyl

[2-(4-bromo-6-ethynyl-4'-(trifluoromethyl)biphenyl-3-yl)ethynyl]triisopropylsilane

Downstream raw materials:

5'-[2-(2,5-diethyl-4-(2-phenylethynyl)phenyl)ethynyl]-4-dimethylamino-2'-ethynyl-4-trifluoromethyl[1,1':4',1]terphenyl