2,2':6',2''-Terpyridine, 4',4''''-(1,3-phenylene)bis-

Base Information

• Chemical Name: 2,2':6',2''-Terpyridine, 4',4''''-(1,3-phenylene)bis-
• CAS No.: 538360-77-9
• Molecular Formula: C36H24N6
• Molecular Weight: 540.627
• Mol file: 538360-77-9.mol

Synonyms:2,2':6',2''-Terpyridine, 4',4''''-(1,3-phenylene)bis-;1,3-Di([2,2':6',2''-terpyridin]-4-yl)benzene

Chemical Property of 2,2':6',2''-Terpyridine, 4',4''''-(1,3-phenylene)bis-

Chemical Property:

• PSA: 77.34000
• LogP: 8.05860
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

1,3-di([2,2'':6'',2''''-terpyridin]-4-yl)benzene 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2':6',2''-Terpyridine, 4',4''''-(1,3-phenylene)bis-

There total 2 articles about 2,2':6',2''-Terpyridine, 4',4''''-(1,3-phenylene)bis- 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: 78.0%

4'-bromo-2,2':6',2''-terpyridine (149817-62-9) + 4,4,5,5-tetramethyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane (196212-27-8) → 4′,4′′′′-(1,3-phenylene)bis(2,2′:6′,2″)-terpyridine (538360-77-9)

Guidance literature:

4'-bromo-2,2':6',2''-terpyridine; 4,4,5,5-tetramethyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane; With potassium phosphate; In 1,4-dioxane; water; for 1h; Inert atmosphere;

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; water; for 38h; Reflux; Inert atmosphere;

Reference yield: 58.0%

2-acetylpyridine (1122-62-9) + Isophthalaldehyde (626-19-7) → 4′,4′′′′-(1,3-phenylene)bis(2,2′:6′,2″)-terpyridine (538360-77-9)

Guidance literature:

With ammonium hydroxide; sodium hydroxide; In ethanol; water; at 25 ℃; for 10h;

DOI:10.1039/c8pp00186c

Reference yield: 65.0%

ammonium hexafluorophosphate + [trichloro(4'-tolyl-2,2':6',2''-terpyridine)ruthenium(III)] (136276-24-9) + 4′,4′′′′-(1,3-phenylene)bis(2,2′:6′,2″)-terpyridine (538360-77-9) → (4'-p-tolyl-2,2':6',2''-terpyridin)(1,3-bis(2,2':6',2''-terpyridin-4'-yl)benzene)ruthenium(II) hexafluorophosphate

Guidance literature:

With silver tetrafluoroborate; In N,N-dimethyl-formamide; byproducts: AgCl; Ru and Ag compds. refluxed in acetone for 3 h, filtered, concd. (vac.), DMF added, acetone removed, soln. added to a soln. of ligand (1.5 equiv.) at 80°C, refluxed (Ar, 2 h), cooled, added to a soln. of NH4PF6(H2O); ppt. filtered, washed (H2O, diethyl ether), solvent removed (vac.), chromy. (alumina, CH3CN/KNO3/H2O/N(C2H5)3), repptd. (NH4PF6); elem. anal.;

DOI:10.1002/ejic.200300321

upstream raw materials:

2-acetylpyridine

Isophthalaldehyde

4'-bromo-2,2':6',2''-terpyridine

4,4,5,5-tetramethyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,2-dioxaborolane

Refernces

• 1、 -. "NOVEL TERPYRIDINE DERIVATIVE, AND ELECTRON TRANSPORT MATERIAL AND ORGANIC EL ELEMENT PREPARED THEREWITH". Paragraph 0026; 0029. . Retrieved 2017/06/08.