bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine

Base Information

Chemical Name:bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine
CAS No.:934009-17-3
Molecular Formula:C₅₃H₅₁Br₂NSi
Molecular Weight:889.888
Hs Code.:

Synonyms:bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine

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Chemical Property of bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine

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Technology Process of bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine

There total 9 articles about bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine 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: 42.0%

: 934009-16-2
1-{2-[2-(triisopropylsilyl)ethynyl]phenyl}-3-(2,2-diphenylcyclopropyl)prop-2-ynyl acetate

: 4316-58-9
tri(p-bromophenyl)amine

: 934009-17-3
bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine

Guidance literature:: tri(p-bromophenyl)amine; With n-butyllithium; In diethyl ether; at 0 ℃; for 4h;

With zinc(II) chloride; In diethyl ether; at 20 ℃; for 1h;

3-cyclopropyl-1-{2-[2-(triisopropylsilyl)ethynyl]phenyl}prop-2-ynyl acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at -60 - 20 ℃; for 16h;
DOI:10.1021/jo062448+

Reference yield:

: 934009-26-4
[2-(2,2-dibromovinyl)-1-phenylcyclopropyl]benzene

: 934009-17-3
bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / n-butyllithium / tetrahydrofuran; hexane / 3 h / -78 - 20 °C

2.1: ethyl magnesium bromide / tetrahydrofuran / 4 h / 20 °C

2.2: 98 percent / tetrahydrofuran / 12 h / 20 °C

3.1: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 2 h / 20 °C

4.1: n-butyllithium / diethyl ether / 4 h / 0 °C

4.2: ZnCl₂ / diethyl ether / 1 h / 20 °C

4.3: 44 percent / Pd(PPh₃)4 / tetrahydrofuran / 16 h / -60 - 20 °C

With dmap; n-butyllithium; ethylmagnesium bromide; triethylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo062448+

Reference yield:

: 934009-31-1
1-{2-[2-(triisopropylsilyl)ethynyl]phenyl}-3-(2,2-diphenylcyclopropyl)prop-2-yn-1-ol

: 934009-17-3
bis(4-bromophenyl)(4-{1-(2,2-diphenylcyclopropyl)-3-[(2-triisopropylsilanylethynyl)phenyl]-propa-1,2-dienyl}phenyl)amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 2 h / 20 °C

2.1: n-butyllithium / diethyl ether / 4 h / 0 °C

2.2: ZnCl₂ / diethyl ether / 1 h / 20 °C

2.3: 44 percent / Pd(PPh₃)4 / tetrahydrofuran / 16 h / -60 - 20 °C

With dmap; n-butyllithium; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/jo062448+