2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

Base Information

• Chemical Name: 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole
• CAS No.: 1578258-34-0
• Molecular Formula: C₆₃H₆₄N₄
• Molecular Weight: 877.228

Synonyms:2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

Chemical Property of 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

Chemical Property:

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Technology Process of 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

There total 4 articles about 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole 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: 30.0%

2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1451070-74-8) + 2-bromo-9,9-dioctyl-9H-fluorene (302554-80-9) → 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1578258-34-0)

Guidance literature:

With PdCl(C₃H₅)(1,4-bis(diphenylphosphino)butane); potassium acetate; In N,N-dimethyl acetamide; at 150 ℃; for 72h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jo5002643

Reference yield:

4-cyanobenzaldehyde (105-07-7) → 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1578258-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / acetic acid / 0.5 h / 90 °C

2: acetic acid / 3 h / 90 °C

3: potassium acetate; PdCl(C₃H₅)(1,4-bis(diphenylphosphino)butane) / N,N-dimethyl acetamide / 72 h / 150 °C / Schlenk technique; Inert atmosphere

With PdCl(C₃H₅)(1,4-bis(diphenylphosphino)butane); potassium acetate; toluene-4-sulfonic acid; In N,N-dimethyl acetamide; acetic acid;

DOI:10.1021/jo5002643

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 2,5-bis(4-cyanophenyl)-3-(9,9-dioctyl-9H-fluoren-3-yl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole (1578258-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / acetic acid / 0.5 h / 90 °C

2: acetic acid / 3 h / 90 °C

3: potassium acetate; PdCl(C₃H₅)(1,4-bis(diphenylphosphino)butane) / N,N-dimethyl acetamide / 72 h / 150 °C / Schlenk technique; Inert atmosphere

With PdCl(C₃H₅)(1,4-bis(diphenylphosphino)butane); potassium acetate; toluene-4-sulfonic acid; In N,N-dimethyl acetamide; acetic acid;

DOI:10.1021/jo5002643

upstream raw materials:

2,5-bis(4-cyanophenyl)-1,4-bis(4-methylphenyl)-1,4-dihydropyrrolo[3,2-b]pyrrole

2-bromo-9,9-dioctyl-9H-fluorene

p-toluidine

4-cyanobenzaldehyde

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