2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

Base Information

Chemical Name:2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester
CAS No.:1389321-71-4
Molecular Formula:C₅₀H₄₆BNO₂S₂
Molecular Weight:767.864
Hs Code.:

Synonyms:2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

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Chemical Property of 2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

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Technology Process of 2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

There total 6 articles about 2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester 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: 60.0%

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1383782-66-8
2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-2'-bromo-5,5'-bisthiophene

: 1389321-71-4
2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

Guidance literature:: 2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-2'-bromo-5,5'-bisthiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 0.583333h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1002/chem.201200020

Reference yield:

: 28320-31-2
2-bromo-9,9-dimethyl-9H-fluorene

: 1389321-71-4
2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium tert-butylate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride / toluene / 20 h / Inert atmosphere; Reflux

2.1: N-Bromosuccinimide / chloroform / 1 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 20 h / Inert atmosphere; Reflux

4.1: N-Bromosuccinimide / chloroform / 1 h / 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

5.2: 1 h / 0 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium tert-butylate; potassium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride; In tetrahydrofuran; hexane; chloroform; water; toluene; 3.1: Suzuki coupling;
DOI:10.1002/chem.201200020

Reference yield:

: 165320-27-4
9,9-dimethyl-N-(9,9-dimethyl-9H-fluoren-2-yl)-N-phenyl-9H-fluoren-2-amine

: 1389321-71-4
2-[N,N-bis-(9,9-dimethylfluoren-2-yl)aminophenyl]-5,5'-bithiophene-2' boronic acid pinacol ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-Bromosuccinimide / chloroform / 1 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran; water / 20 h / Inert atmosphere; Reflux

3.1: N-Bromosuccinimide / chloroform / 1 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.58 h / -78 - 0 °C / Inert atmosphere

4.2: 1 h / 0 °C / Inert atmosphere

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; chloroform; water; 2.1: Suzuki coupling;
DOI:10.1002/chem.201200020