3,8-Bis[{3,5-bis(trifluoromethyl)}phenyl]-1,10-phenanthroline

Base Information

• Chemical Name: 3,8-Bis[{3,5-bis(trifluoromethyl)}phenyl]-1,10-phenanthroline
• CAS No.: 1228032-35-6
• Molecular Formula: C₂₈H₁₂F₁₂N₂
• Molecular Weight: 604.398
• Mol file: 1228032-35-6.mol

Synonyms:3,8-bis[(3,5-bis(trifluoromethyl))phenyl]-1,10-phenanthroline

Chemical Property of 3,8-Bis[{3,5-bis(trifluoromethyl)}phenyl]-1,10-phenanthroline

Chemical Property:

• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

3,8-Bis[3,5-bis(trifluoromethyl)phenyl]-1,10-phenanthroline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,8-Bis[{3,5-bis(trifluoromethyl)}phenyl]-1,10-phenanthroline

There total 2 articles about 3,8-Bis[{3,5-bis(trifluoromethyl)}phenyl]-1,10-phenanthroline 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: 95.0%

3,8-dibromo-1,10-phenathroline (100125-12-0) + 3,5-bis-trifluromethylphenylboronic acid (73852-19-4) → 3,8-bis[(3,5-bis(trifluoromethyl))phenyl]-1,10-phenanthroline (1228032-35-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; In tetrahydrofuran; water; at 80 ℃; Inert atmosphere;

DOI:10.1002/ejic.200900310

Reference yield:

1,10-Phenanthroline (66-71-7) → 3,8-bis[(3,5-bis(trifluoromethyl))phenyl]-1,10-phenanthroline (1228032-35-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; disulfur dichloride; bromine / dichloromethane / 16 h / Reflux; Inert atmosphere; Glovebox

2.1: potassium carbonate / 1,4-dioxane; water / Inert atmosphere; Glovebox

2.2: 17 h / Reflux

With pyridine; disulfur dichloride; bromine; potassium carbonate; In 1,4-dioxane; dichloromethane; water; 2.1: |Suzuki Coupling / 2.2: |Suzuki Coupling;

DOI:10.1021/jacs.5b04899

Reference yield: 77.0%

triethylsilane (617-86-7) + chlorobis(cyclooctene)-iridium(I) dimer + 3,8-bis[(3,5-bis(trifluoromethyl))phenyl]-1,10-phenanthroline (1228032-35-6) → C34H28ClF12IrN2Si

Guidance literature:

chlorobis(cyclooctene)-iridium(I) dimer; 3,8-bis[(3,5-bis(trifluoromethyl))phenyl]-1,10-phenanthroline; In tetrahydrofuran; for 0.0833333h; Inert atmosphere; Glovebox;

triethylsilane; In tetrahydrofuran; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.5b04899

upstream raw materials:

3,8-dibromo-1,10-phenathroline

3,5-bis-trifluromethylphenylboronic acid

1,10-Phenanthroline

Refernces

• 1、 Karnahl, Michael,Krieck, Sven,Goerls, Helmar,Tschierlei, Stefanie,Schmitt, Michael,Popp, Juergen,Chartrand, Daniel,Hanan, Garry S.,Groarke, Robert,Vos, Johannes G.,Rau, Sven. "Synthesis and photophysical properties of 3,8-disubstituted 1,10-phenanthrolines and their ruthenium (II) complexes". experimental part. p. 4962 - 4971. Retrieved 2010/05/01.