4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine

Base Information

• Chemical Name: 4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine
• CAS No.: 187026-87-5
• Molecular Formula: C₂₆H₂₃N₃Si
• Molecular Weight: 405.574
• Mol file: 187026-87-5.mol

Synonyms:4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine

Chemical Property of 4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine

There total 2 articles about 4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine 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: 100.0%

4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine (89972-76-9) + trimethylsilylacetylene (1066-54-2) → 4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine (187026-87-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine;

DOI:10.1016/0022-328X(93)83132-F

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → 4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine (187026-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / ethanol / 24 h / 20 °C

1.2: 20 h / Reflux

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide; triethylamine / tetrahydrofuran / 12 h / 70 °C / Schlenk technique; Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; 2.1: |Sonogashira Cross-Coupling;

DOI:10.1021/jacs.0c12508

Reference yield: 92.0%

4'-<4-<2-(trimethylsilyl)-1-ethynyl>phenyl>-2,2':6',2''-terpyridine (187026-87-5) → 4'-(4-ethynylphenyl)-2,2':6',2-terpyridine (149817-61-8)

Guidance literature:

With potassium fluoride; In tetrahydrofuran; methanol;

DOI:10.1016/0022-328X(93)83132-F

upstream raw materials:

4'-(4-bromo-phenyl)-[2,2';6',2'']terpyridine

trimethylsilylacetylene

4-bromo-benzaldehyde

Downstream raw materials:

4'-(4-ethynylphenyl)-2,2':6',2-terpyridine

bis<(2,2':6',2''-terpyridin-4'-yl)phenyl>ethyne

bis<(2,2':6',2''-terpyridin-4'-yl)phenyl>butadiyne

[Eu(4-(4-bromophenyl)-2,2′:6′,2″-terpyridine)(NO₃)₃]