2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene

Base Information

Chemical Name:2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene
CAS No.:866240-63-3
Molecular Formula:C₄₆H₅₄Br₂Si₂
Molecular Weight:822.914
Hs Code.:

Synonyms:2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene

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Chemical Property of 2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene

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Technology Process of 2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene

There total 6 articles about 2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-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: 94.0%

: 866240-61-1
2,5-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzaldehyde

: 558-13-4
carbon tetrabromide

: 866240-63-3
2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene

Guidance literature:: carbon tetrabromide; With triphenylphosphine; zinc; In dichloromethane; at 20 ℃; for 24h;

2,5-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzaldehyde; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo0506581

Reference yield:

: 866240-50-8
((4-(2,2-dibromovinyl)phenyl)ethynyl)triisopropylsilane

: 866240-63-3
2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / LDA / tetrahydrofuran / 3 h / -78 °C

2.1: 76 percent / CuI; PPh₃; triethylamine / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 65 °C

3.1: PPh₃; Zn / CH₂Cl₂ / 24 h / 20 °C

3.2: 94 percent / CH₂Cl₂ / 0 - 20 °C

With copper(l) iodide; triethylamine; triphenylphosphine; zinc; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; 2.1: Sonogashira cross-coupling / 3.2: Corey-Fuchs dibromoolefination;
DOI:10.1021/jo0506581

Reference yield:

: 89343-06-6
tris-iso-propylsilyl acetylene

: 866240-63-3
2-(2,2-Dibromo-vinyl)-1,4-bis-{4-[(triisopropylsilanyl)-ethynyl]-phenylethynyl}-benzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / CuI; PPh₃; triethylamine / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 65 °C

2.1: PPh₃; Zn / CH₂Cl₂ / 24 h / 20 °C

2.2: 99 percent / CH₂Cl₂ / 0 - 20 °C

3.1: 90 percent / LDA / tetrahydrofuran / 3 h / -78 °C

4.1: 76 percent / CuI; PPh₃; triethylamine / Pd(PPh₃)2Cl₂ / tetrahydrofuran / 65 °C

5.1: PPh₃; Zn / CH₂Cl₂ / 24 h / 20 °C

5.2: 94 percent / CH₂Cl₂ / 0 - 20 °C

With copper(l) iodide; triethylamine; triphenylphosphine; zinc; lithium diisopropyl amide; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; 1.1: Sonogashira cross-coupling / 2.2: Corey-Fuchs dibromoolefination / 4.1: Sonogashira cross-coupling / 5.2: Corey-Fuchs dibromoolefination;
DOI:10.1021/jo0506581