2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline

Base Information

Chemical Name:2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline
CAS No.:1337901-94-6
Molecular Formula:C₄₃H₃₁NSi
Molecular Weight:589.811
Hs Code.:

Synonyms:2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline

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Chemical Property of 2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline

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Technology Process of 2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline

There total 10 articles about 2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline 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: 83.0%

: 1337901-53-7
2-({2-[(2-ethynylphenyl)ethynyl]phenyl}ethynyl)aniline

: ({2-[(2-iodophenyl)ethynyl]phenyl}ethynyl)trimethylsilane

: 1337901-94-6
2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 5.5h; Inert atmosphere;
DOI:10.1021/jo2018119

Reference yield:

: 1337901-90-2
({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane

: 1337901-94-6
2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 5.5 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; 2.1: Sonogashira coupling / 4.1: Sonogashira coupling;
DOI:10.1021/jo2018119

Reference yield:

: 52670-38-9
2-ethynylaniline

: 1337901-94-6
2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline

Guidance literature:: Multi-step reaction with 5 steps

1: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine / tetrahydrofuran / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 °C

3: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; diisopropylamine / tetrahydrofuran / 16 h / 60 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

5: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 5.5 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; tri-tert-butyl phosphine; tetrabutyl ammonium fluoride; triethylamine; diisopropylamine; In tetrahydrofuran; 1: Sonogashira coupling / 3: Sonogashira coupling / 5: Sonogashira coupling;
DOI:10.1021/jo2018119