1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane

Base Information

Chemical Name:1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane
CAS No.:307930-97-8
Molecular Formula:C₃₄H₂₄F₅IN₂O₂Si
Molecular Weight:742.559
Hs Code.:

Synonyms:1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane

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Chemical Property of 1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane

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Technology Process of 1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane

There total 4 articles about 1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane 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: 50.0%

: 1711-02-0
4-iodobenzoic acid chloride

: 307930-91-2
1-{4-[2-(trimethylsilyl)ethynyl]benzoyl}-5-(pentafluorophenyl)dipyrromethane

: 307930-97-8
1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane

Guidance literature:: 1-{4-[2-(trimethylsilyl)ethynyl]benzoyl}-5-(pentafluorophenyl)dipyrromethane; With ethylmagnesium bromide; In tetrahydrofuran; toluene; at 20 ℃; for 0.166667h;

4-iodobenzoic acid chloride; In toluene; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1021/jo000882k

Reference yield:

: 262267-33-4
S-(2-pyridyl) 4-iodothiobenzoate

: 307930-97-8
1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 70 percent / CuI; Et₃N; Ph₃P / Pd₂(dba)3 / tetrahydrofuran / 13 h / 20 - 50 °C

2.1: EtMgBr / tetrahydrofuran / 0.17 h / 20 °C

2.2: 62 percent / tetrahydrofuran / 0.5 h

3.1: EtMgBr / toluene; tetrahydrofuran / 0.17 h / 20 °C

3.2: 50 percent / toluene / 0.5 h / 20 °C

With copper(l) iodide; ethylmagnesium bromide; triethylamine; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; toluene; 1.1: coupling / 2.1: Metallation / 2.2: Acylation / 3.1: Metallation / 3.2: Acylation;
DOI:10.1021/jo000882k

Reference yield:

: 1066-54-2
trimethylsilylacetylene

: 307930-97-8
1-(4-iodobenzoyl)-5-(pentafluorophenyl)-9-{4-[2-(trimethylsilyl)ethynyl]benzoyl}dipyrromethane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 70 percent / CuI; Et₃N; Ph₃P / Pd₂(dba)3 / tetrahydrofuran / 13 h / 20 - 50 °C

2.1: EtMgBr / tetrahydrofuran / 0.17 h / 20 °C

2.2: 62 percent / tetrahydrofuran / 0.5 h

3.1: EtMgBr / toluene; tetrahydrofuran / 0.17 h / 20 °C

3.2: 50 percent / toluene / 0.5 h / 20 °C

With copper(l) iodide; ethylmagnesium bromide; triethylamine; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; toluene; 1.1: coupling / 2.1: Metallation / 2.2: Acylation / 3.1: Metallation / 3.2: Acylation;
DOI:10.1021/jo000882k