[benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]

Base Information

Chemical Name:[benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]
CAS No.:596093-50-4
Molecular Formula:C₃₀H₂₈N₂Si₂
Molecular Weight:472.737
Hs Code.:

Synonyms:[benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]

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Chemical Property of [benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]

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Technology Process of [benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]

There total 5 articles about [benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)] 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: 56.0%

: 935-14-8
1,4-diethynylbenzene

: 596093-47-9
3-iodo-4-(trimethylsilylethynyl)pyridine

: 596093-50-4
[benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]

Guidance literature:: With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; at 20 ℃; for 168h;
DOI:10.1002/chem.2003044561

Reference yield:

: 89167-19-1
3-bromo-4-iodopyridine

: 596093-50-4
[benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / Et₃N; CuI / [PdCl₂(PPh₃)] / 168 h / 20 °C

2.1: n-Buli / diethyl ether; hexane / 1 h / -78 °C

2.2: 86 percent / 1,2-diiodoethane / diethyl ether / 2.5 h / -78 °C

3.1: 56 percent / Et₃N; CuI / [PdCl₂(PPh₃)3] / 168 h / 20 °C

With copper(l) iodide; n-butyllithium; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In diethyl ether; hexane; 1.1: Sonogashira coupling reaction / 3.1: Sonogashira coupling reaction;
DOI:10.1002/chem.2003044561

Reference yield:

: 626-55-1,163928-56-1
3-Bromopyridine

: 596093-50-4
[benzene-1,4-bis(2,1-ethynedyil)]bis[3-(4-trimethylsilylethynylpyridine)]

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran; hexane / 1.42 h / -85 - -75 °C

1.2: 69 percent / I₂ / tetrahydrofuran; hexane / 4 h / -78 °C

2.1: 91 percent / Et₃N; CuI / [PdCl₂(PPh₃)] / 168 h / 20 °C

3.1: n-Buli / diethyl ether; hexane / 1 h / -78 °C

3.2: 86 percent / 1,2-diiodoethane / diethyl ether / 2.5 h / -78 °C

4.1: 56 percent / Et₃N; CuI / [PdCl₂(PPh₃)3] / 168 h / 20 °C

With copper(l) iodide; n-butyllithium; triethylamine; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; diethyl ether; hexane; 2.1: Sonogashira coupling reaction / 4.1: Sonogashira coupling reaction;
DOI:10.1002/chem.2003044561