1,10-Phenanthroline, 3-[(4-iodo-2,3,5,6-tetramethylphenyl)ethynyl]-8-[[2,3,5,6-tetramethyl-4-(1 ,10-phenanthrolin-3-ylethynyl)phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphen yl)-

Base Information

Chemical Name:1,10-Phenanthroline, 3-[(4-iodo-2,3,5,6-tetramethylphenyl)ethynyl]-8-[[2,3,5,6-tetramethyl-4-(1 ,10-phenanthrolin-3-ylethynyl)phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphen yl)-
CAS No.:850374-72-0
Molecular Formula:C68H57IN4
Molecular Weight:1057.13
Hs Code.:

1,10-Phenanthroline,
3-[(4-iodo-2,3,5,6-tetramethylphenyl)ethynyl]-8-[[2,3,5,6-tetramethyl-4-(1
,10-phenanthrolin-3-ylethynyl)phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphen
yl)-

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Chemical Property of 1,10-Phenanthroline, 3-[(4-iodo-2,3,5,6-tetramethylphenyl)ethynyl]-8-[[2,3,5,6-tetramethyl-4-(1 ,10-phenanthrolin-3-ylethynyl)phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphen yl)-

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Technology Process of 1,10-Phenanthroline, 3-[(4-iodo-2,3,5,6-tetramethylphenyl)ethynyl]-8-[[2,3,5,6-tetramethyl-4-(1 ,10-phenanthrolin-3-ylethynyl)phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphen yl)-

There total 7 articles about 1,10-Phenanthroline, 3-[(4-iodo-2,3,5,6-tetramethylphenyl)ethynyl]-8-[[2,3,5,6-tetramethyl-4-(1 ,10-phenanthrolin-3-ylethynyl)phenyl]ethynyl]-2,9-bis(2,4,6-trimethylphen yl)- 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: 32.0%

: 850374-69-5
3,8-bis(4-iodo-2,3,5,6-tetramethylphenylethynyl)-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline

: 178315-04-3
3-ethynyl-[1,10]phenanthroline

: 850374-72-0
3-(4-iodo-2,3,5,6-tetramethylphenylethynyl)-8-{2,3,5,6-tetramethyl-4-([1,10]phenanthrolin-3-ylethynyl)-phenylethynyl}-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In benzene; at 80 ℃; for 24h;
DOI:10.1055/s-2004-837301

Reference yield:

: 2-(2,4,6-trimethyl-phenyl)-3,8-bis-trimethylsilanylethynyl-1,2-dihydro-[1,10]phenanthroline

: 850374-72-0
3-(4-iodo-2,3,5,6-tetramethylphenylethynyl)-8-{2,3,5,6-tetramethyl-4-([1,10]phenanthrolin-3-ylethynyl)-phenylethynyl}-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline

Guidance literature:: Multi-step reaction with 6 steps

1.1: 896 mg / MnO₂ / CH₂Cl₂ / 3 h

2.1: n-BuLi / hexane; diethyl ether / 3 h / 0 °C

2.2: hexane; diethyl ether / 48 h / 20 °C

3.1: 2.29 g / MnO₂ / CH₂Cl₂ / 2 h

4.1: 98 percent / aq. KOH / tetrahydrofuran; methanol / 16 h

5.1: 36 percent / Et₃N; CuI / [PdCl₂(PPh₃)2] / benzene / 28 h / 80 °C

6.1: 32 percent / Et₃N; CuI / [PdCl₂(PPh₃)2] / benzene / 24 h / 80 °C

With manganese(IV) oxide; potassium hydroxide; copper(l) iodide; n-butyllithium; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; benzene; 5.1: Sonogashira-Hagihara coupling / 6.1: Sonogashira-Hagihara coupling;
DOI:10.1055/s-2004-837301

Reference yield:

: 850374-66-2
3,8-diethynyl-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline

: 850374-72-0
3-(4-iodo-2,3,5,6-tetramethylphenylethynyl)-8-{2,3,5,6-tetramethyl-4-([1,10]phenanthrolin-3-ylethynyl)-phenylethynyl}-2,9-bis(2,4,6-trimethylphenyl)-[1,10]phenanthroline

Guidance literature:: Multi-step reaction with 2 steps

1: 36 percent / Et₃N; CuI / [PdCl₂(PPh₃)2] / benzene / 28 h / 80 °C

2: 32 percent / Et₃N; CuI / [PdCl₂(PPh₃)2] / benzene / 24 h / 80 °C

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In benzene; 1: Sonogashira-Hagihara coupling / 2: Sonogashira-Hagihara coupling;
DOI:10.1055/s-2004-837301