3-hexahelicenyl(diphenyl)phosphine oxide

Base Information

• Chemical Name: 3-hexahelicenyl(diphenyl)phosphine oxide
• CAS No.: 566912-22-9
• Molecular Formula: C₃₈H₂₅OP
• Molecular Weight: 528.59
• Mol file: 566912-22-9.mol

Synonyms:3-hexahelicenyl(diphenyl)phosphine oxide

Chemical Property of 3-hexahelicenyl(diphenyl)phosphine oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 3-hexahelicenyl(diphenyl)phosphine oxide

There total 11 articles about 3-hexahelicenyl(diphenyl)phosphine oxide 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: 98.0%

3-hexahelicenyl(diphenyl)phosphine → 3-hexahelicenyl(diphenyl)phosphine oxide (566912-22-9)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; water; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2009.04.116

Reference yield: 74.0%

Diphenylphosphine oxide (4559-70-0) + 3-hexahelicenyl trifluoromethanesulfonate (566912-16-1) → 3-hexahelicenyl(diphenyl)phosphine oxide (566912-22-9)

Guidance literature:

With palladium diacetate; N-ethyl-N,N-diisopropylamine; 1,4-di(diphenylphosphino)-butane; In dimethyl sulfoxide; at 100 ℃; for 1h;

DOI:10.1021/jo034369t

Reference yield:

2-bromo-5-methoxybenzyl bromide (19614-12-1) → 3-hexahelicenyl(diphenyl)phosphine oxide (566912-22-9)

Guidance literature:

Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran / 1.5 h / -78 °C

1.2: 95 percent / tetrahydrofuran / 0.25 h / -78 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.17 h / -78 °C

2.2: 96 percent / I₂ / tetrahydrofuran; hexane / -78 - 20 °C

3.1: 90 percent / Pd(PPh₃)4; CuI; diisopropylamine / 0.25 h / 80 °C

4.1: 74 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.25 h / 20 °C

5.1: 68 percent / CpCo(CO)2; Ph₃P / decane / 2.5 h / 140 °C / Photolysis

6.1: 99 percent / Ph₃CBF₄ / 1,2-dichloro-ethane / 2 h / 80 °C

7.1: 76 percent / BBr₃ / CH₂Cl₂ / -78 - 20 °C

8.1: n-BuLi / hexane; tetrahydrofuran / 0.17 h / -78 °C

8.2: 45 percent / tetrahydrofuran; hexane / 0.33 h / -78 °C

9.1: 74 percent / Pd(OAc)2; dppb; ethyldiisopropylamine / dimethylsulfoxide / 1 h / 100 °C

With palladium diacetate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; dicarbonylcyclopentadienylcobalt; tetrabutyl ammonium fluoride; trityl tetrafluoroborate; boron tribromide; diisopropylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; decane; hexane; dichloromethane; dimethyl sulfoxide; 1,2-dichloro-ethane; 3.1: Sonogashira coupling;

DOI:10.1021/jo034369t

upstream raw materials:

Diphenylphosphine oxide

3-hexahelicenyl trifluoromethanesulfonate

2-bromo-5-methoxybenzyl bromide

1-methoxy-3-methyl-benzene