4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

Base Information

Chemical Name:4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine
CAS No.:1012062-10-0
Molecular Formula:C₆₀H₄₆F₁₂N₄S₄
Molecular Weight:1179.3
Hs Code.:

4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

Synonyms:4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

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Chemical Property of 4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

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Technology Process of 4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

There total 6 articles about 4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine 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: 75.0%

: 1012062-09-7
4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-(p-dimethylaminophenyl)thiophen-3-yl)-cyclopent-1-enyl)-5-methyl-thiophene-2-carbaldehyde

: 176220-38-5
4,4'-bis(diethylphosphonomethyl)-2,2'-bipyridine

: 1012062-10-0
4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/ic2025457

Reference yield:

: 29421-73-6
3,5-dibromo-2-methylthiophene

: 1012062-10-0
4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / tetrahydrofuran; water / Inert atmosphere; Reflux

2.1: tetrahydrofuran; hexane / -78 °C / Inert atmosphere

2.2: 17 h / -78 - 20 °C / Inert atmosphere

2.3: 16 h / 40 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; sodium carbonate; In tetrahydrofuran; hexane; water; 1.1: Suzuki coupling / 3.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ic2025457

Reference yield:

: 559-40-0
octaperfluorocyclopentene

: 1012062-10-0
4,4'-bis((E)-2-(4-(3,3,4,4,5,5-hexafluoro-2-(2-methyl-5-p-N,N-dimethylaminophenylthiophen-3-yl)cyclopenten-1-yl)-5-methylthiophen-2-yl)vinyl)-2,2'-bipyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

1.2: 17 h / -78 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran; hexane / -78 °C / Inert atmosphere

2.2: 17 h / -78 - 20 °C / Inert atmosphere

2.3: 16 h / 40 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere

With n-butyllithium; potassium tert-butylate; In tetrahydrofuran; hexane; 3.1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ic2025457