2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

Base Information

Chemical Name:2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]
CAS No.:636566-88-6
Molecular Formula:C₅₇H₅₉N₃Si₂
Molecular Weight:842.287
Hs Code.:

Synonyms:2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

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Chemical Property of 2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

Chemical Property:

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Technology Process of 2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

There total 15 articles about 2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene] 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: 97.0%

: 636566-87-5
2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(2-(1-triisopropylsilylethynyl))-5-(2-(1-trimethylsilylethynyl))benzene]

: 636566-88-6
2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

Guidance literature:: With potassium carbonate; In methanol; diethyl ether; at 20 ℃; for 14h;
DOI:10.1002/chem.200304786

Reference yield:

: 149806-06-4
6-bromonicotinaldehyde

: 636566-88-6
2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / PPh₃; Et₃N / CH₂Cl₂ / 5 h / -70 - 10 °C

2.1: 85 percent / NaOMe / methanol / 48 h / 20 °C

3.1: n-BuLi / diethyl ether; hexane / 2.5 h / -78 °C

3.2: 88 percent / diethyl ether; hexane / -78 - 20 °C

4.1: 53 percent / LiCl / [Pd(PPh₃)4] / toluene / 28 h / 118 °C

5.1: 93 percent / aq. TBAF / tetrahydrofuran / 6 h / 20 °C

6.1: 62 percent / Et₃N / [PdCl₂(PPh₃)2]; CuI / pyridine / 168 h / 20 °C

7.1: 97 percent / K₂CO₃ / diethyl ether; methanol / 14 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; sodium methylate; potassium carbonate; triethylamine; triphenylphosphine; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; toluene; 1.1: Corey-Fuchs reaction / 6.1: Sonogashira coupling;
DOI:10.1002/chem.200304786

Reference yield:

: 465521-20-4
2-bromo-5-[2-(1-trimethylsilylethynyl)]pyridine

: 636566-88-6
2,2':6',2''-terpyridine-5,5''-diylbis-[1-(2,1-ethynediyl)-3-(ethynyl)-5-(2-(1-triisopropylsilylethynyl))benzene]

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / LiCl / [Pd(PPh₃)4] / toluene / 28 h / 118 °C

2: 93 percent / aq. TBAF / tetrahydrofuran / 6 h / 20 °C

3: 62 percent / Et₃N / [PdCl₂(PPh₃)2]; CuI / pyridine / 168 h / 20 °C

4: 97 percent / K₂CO₃ / diethyl ether; methanol / 14 h / 20 °C

With tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; methanol; diethyl ether; toluene; 3: Sonogashira coupling;
DOI:10.1002/chem.200304786