5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine

Base Information

• Chemical Name: 5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine
• CAS No.: 1197732-52-7
• Molecular Formula: C₅₀H₄₄N₂
• Molecular Weight: 672.913
• Mol file: 1197732-52-7.mol

Synonyms:5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine

Chemical Property of 5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine

There total 6 articles about 5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine 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: 68.0%

2,9-dibromo-5,6,11,11,12,12-hexamethyl-11,12-dihydroindeno-[2,1-a]fluorene (1197732-49-2) + diphenylamine (122-39-4) → 5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine (1197732-52-7)

Guidance literature:

With tri-tert-butyl phosphine; sodium t-butanolate; palladium diacetate; In toluene; for 3h; Inert atmosphere; Heating;

Reference yield:

1,4-dibromo-2,3-dimethylbenzene (75024-22-5) → 5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine (1197732-52-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-butyllithium / cyclohexane; diethyl ether / 1 h / -70 °C

1.2: 3 h / 20 °C / Heating

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 4 h / Heating; Cooling with ice-water

3.1: methyllithium / diethyl ether; tetrahydrofuran / 3 h / -75 °C

3.2: -75 - 20 °C

4.1: hydrogenchloride / water; acetic acid / 4 h / Heating

5.1: bromine; sodium carbonate / dichloromethane; water / 6.25 h / 5 °C

6.1: sodium t-butanolate; tri-tert-butyl phosphine / palladium diacetate / toluene / 3 h / Inert atmosphere; Heating

With hydrogenchloride; n-butyllithium; tri-tert-butyl phosphine; methyllithium; bromine; sodium carbonate; sodium t-butanolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; cyclohexane; water; acetic acid; toluene; 2.1: Suzuki Coupling / 6.1: Hartwig-Buchwald coupling;

Reference yield:

pinacolyl 2,3-dimethylbenzene-1,4-bisboronate (1197732-41-4) → 5,6,11,11,12,12-Hexamethyl-N,N,N',N'-tetraphenyl-11H,12H-indeno[2,1-a]fluorene-2,9-diamine (1197732-52-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; ethanol; water / 4 h / Heating; Cooling with ice-water

2.1: methyllithium / diethyl ether; tetrahydrofuran / 3 h / -75 °C

2.2: -75 - 20 °C

3.1: hydrogenchloride / water; acetic acid / 4 h / Heating

4.1: bromine; sodium carbonate / dichloromethane; water / 6.25 h / 5 °C

5.1: sodium t-butanolate; tri-tert-butyl phosphine / palladium diacetate / toluene / 3 h / Inert atmosphere; Heating

With hydrogenchloride; tri-tert-butyl phosphine; methyllithium; bromine; sodium carbonate; sodium t-butanolate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium diacetate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; acetic acid; toluene; 1.1: Suzuki Coupling / 5.1: Hartwig-Buchwald coupling;

upstream raw materials:

2,9-dibromo-5,6,11,11,12,12-hexamethyl-11,12-dihydroindeno-[2,1-a]fluorene

diphenylamine

1,4-dibromo-2,3-dimethylbenzene

Dimethyl 2',3'-dimethyl[1,1';4',1]terphenyl-2,2-dicarboxylate

Refernces