5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

Base Information

Chemical Name:5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene
CAS No.:1372812-53-7
Molecular Formula:C₂₃H₃₈S₂Si
Molecular Weight:406.772
Hs Code.:

Synonyms:5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

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Chemical Property of 5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

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Technology Process of 5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

There total 1 articles about 5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene 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: 80.0%

: 2-(4-hexyl-5-trimethylsilanyl-thiophen-2-yl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

: 69249-61-2,125321-66-6
3-hexyl-2-bromothiophene

: 1372812-53-7
5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran;
DOI:10.3762/bjoc.12.169

Reference yield:

: 1372812-53-7
5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

: N,N-di(4-benzoic acid tert-butyl ester)-4-(5’-(4,4,5,5-tetramethyl-[1,3,2]dioxoborolan-2-yl)-3,4’-dihexyl-2,2’-bithien-5-yl)phenylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C

1.2: 0.08 h / -78 °C

2.1: triphenylphosphine; palladium diacetate; potassium phosphate / tetrahydrofuran / 19 h / 80 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; aq. phosphate buffer / 2 h / 80 °C

4.1: mercury(II) diacetate / dichloromethane / 20 h / 20 °C

4.2: 5 h / 20 °C

5.1: zinc; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 1,1'-bis-(diphenylphosphino)ferrocene; triethylamine / tetrahydrofuran / 1.5 h / 100 °C / Schlenk technique

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; n-butyllithium; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); mercury(II) diacetate; tetrabutyl ammonium fluoride; palladium diacetate; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1002/asia.201402654

Reference yield:

: 1372812-53-7
5-trimethylsilyl-4,3'-dihexyl-2,2'-bithiophene

: N,N-di(4-benzoic acid tert-butyl ester)-4-(5’-(9,10-dicyano-acenaphtho[1,2-b]quinoxalin-3-yl)-3, 4’-dihexyl-2,2’-bithien-5-yl)phenylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran / 0.25 h / -78 °C

1.2: 0.08 h / -78 °C

2.1: triphenylphosphine; palladium diacetate; potassium phosphate / tetrahydrofuran / 19 h / 80 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; aq. phosphate buffer / 2 h / 80 °C

4.1: mercury(II) diacetate / dichloromethane / 20 h / 20 °C

4.2: 5 h / 20 °C

5.1: zinc; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 1,1'-bis-(diphenylphosphino)ferrocene; triethylamine / tetrahydrofuran / 1.5 h / 100 °C / Schlenk technique

6.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; potassium phosphate / tetrahydrofuran / 15 h / 80 °C / Schlenk technique

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); mercury(II) diacetate; tetrabutyl ammonium fluoride; palladium diacetate; triethylamine; triphenylphosphine; tri tert-butylphosphoniumtetrafluoroborate; zinc; In tetrahydrofuran; aq. phosphate buffer; dichloromethane; 2.1: |Suzuki-Miyaura Coupling / 6.1: |Suzuki-Miyaura Coupling;
DOI:10.1002/asia.201402654