tetra-(3-pyridylphenyl)ethylene

Base Information

• Chemical Name: tetra-(3-pyridylphenyl)ethylene
• CAS No.: 1287777-24-5
• Molecular Formula: C46H32N4
• Molecular Weight: 640.787
• Mol file: 1287777-24-5.mol

Synonyms:tetra-(3-pyridylphenyl)ethylene

Chemical Property of tetra-(3-pyridylphenyl)ethylene

Chemical Property:

• Boiling Point: 807.9±65.0 °C(Predicted)
• PKA: 5.50±0.10(Predicted)
• PSA: 51.56000
• Density: 1.187±0.06 g/cm3(Predicted)
• LogP: 10.94200

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tetra-(3-pyridylphenyl)ethylene

There total 3 articles about tetra-(3-pyridylphenyl)ethylene 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: 64.0%

1,1,2,2-tetrakis(4-bromophenyl)ethene (61326-44-1) + 3-pyridylboronic acid (1692-25-7) → 1,1,2,2-tetrakis(4-(pyridin-3-yl)phenyl)ethene (1287777-24-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; potassium carbonate; In water; toluene; at 85 ℃; for 48h; Inert atmosphere;

DOI:10.1021/jacs.1c04288

Reference yield: 48.0%

3-(4-bromophenyl)pyridine (129013-83-8) + 1,1,2,2-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene → 1,1,2,2-tetrakis(4-(pyridin-3-yl)phenyl)ethene (1287777-24-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,4-dioxane; water; at 70 ℃; for 48h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.202008113

Reference yield: 40.0%

1,1,2,2-tetrakis(4-bromophenyl)ethene (61326-44-1) + 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (329214-79-1) → 1,1,2,2-tetrakis(4-(pyridin-3-yl)phenyl)ethene (1287777-24-5)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 72h; Inert atmosphere;

DOI:10.3390/molecules23020363

upstream raw materials:

1,1,2,2-tetrakis(4-bromophenyl)ethene

3-pyridylboronic acid

3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

3-(4-bromophenyl)pyridine

Refernces

• 1、 Stang, Peter J.,Yao, Yisen,Zhang, Minghao,Zhao, Wanxiang. "Divergent and Stereoselective Synthesis of Tetraarylethylenes from Vinylboronates". supporting information. p. 20090 - 20098. Retrieved 2020/09/02.
• 2、 Pigge, F. Christopher,Kapadia, Pradeep P.,Swenson, Dale C.. "Halogen bonded networks from pyridyl-substituted tetraarylethylenes and diiodotetrafluorobenzenes". . p. 4386 - 4391. Retrieved 2013/08/26.