1,4-bis(4-iodophenyl)buta-1,3-diyne

Base Information

• Chemical Name: 1,4-bis(4-iodophenyl)buta-1,3-diyne
• CAS No.: 959-89-7
• Molecular Formula: C₁₆H₈I₂
• Molecular Weight: 454.049

Synonyms:1,4-bis(4-iodophenyl)buta-1,3-diyne

Chemical Property of 1,4-bis(4-iodophenyl)buta-1,3-diyne

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Technology Process of 1,4-bis(4-iodophenyl)buta-1,3-diyne

There total 1 articles about 1,4-bis(4-iodophenyl)buta-1,3-diyne 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: 99.0%

1-ethynyl-4-iodobenzene (766-99-4) → 1,4-bis(4-iodophenyl)buta-1,3-diyne (959-89-7)

Guidance literature:

With copper(l) iodide; nickel(II) chloride hexahydrate; N,N,N,N,-tetramethylethylenediamine; oxygen; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ol8027863

Reference yield: 71.0%

9,9'-dianthracenyl disulphide (71074-60-7) + 1,4-bis(4-iodophenyl)buta-1,3-diyne (959-89-7) → 2,4-bis(p-iodophenyl)-5H-5,9b[1',2']-benzenonaphtho[1,2-b]thiophene

Guidance literature:

9,9'-dianthracenyl disulphide; With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 0 ℃; for 0.5h; Inert atmosphere;

1,4-bis(4-iodophenyl)buta-1,3-diyne; In tetrahydrofuran; ethanol; for 28h; Reflux; Inert atmosphere;

DOI:10.1246/bcsj.20140351

Reference yield:

1,4-bis(4-iodophenyl)buta-1,3-diyne (959-89-7) → 2,4-bis[p-(diphenylamino)phenyl]-5H-5,9b[1',2']-benzenonaphtho[1,2-b]thiophene 1-oxide

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 0.5 h / 0 °C / Inert atmosphere

1.2: 28 h / Reflux; Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium tert-butylate / toluene / 16 h / Inert atmosphere; Reflux

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4.5 h / 20 °C

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium tetrahydroborate; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; toluene; 2.1: |Buchwald-Hartwig Coupling;

DOI:10.1246/bcsj.20140351

upstream raw materials:

1-ethynyl-4-iodobenzene

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