[aS,(+)]-1,1'-Binaphthalene

Base Information

• Chemical Name: [aS,(+)]-1,1'-Binaphthalene
• CAS No.: 734-77-0
• Molecular Formula: C₂₀H₁₄
• Molecular Weight: 254.331
• Mol file: 734-77-0.mol

Synonyms:

Chemical Property of [aS,(+)]-1,1'-Binaphthalene

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [aS,(+)]-1,1'-Binaphthalene

There total 5 articles about [aS,(+)]-1,1'-Binaphthalene 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: 100.0%

(R)-(-)-1,1'-bi-2-naphthol triflate (128544-05-8,128575-34-8,141807-44-5,126613-06-7) → (R)-(+)-2,2'bis(diphenylphosphino)-1,1'-binaphthalene (604-53-5,734-77-0,24161-30-6,32507-32-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; [1,2-bis(diphenylphosphino)-ethane]dichloronickel; In N,N-dimethyl-formamide; at 125 ℃; for 24h;

DOI:10.1016/j.tetasy.2007.05.026

Reference yield: 26.0%

1-Bromonaphthalene (90-11-9) + 1-Naphthylboronic acid (13922-41-3) → (R)-(+)-2,2'bis(diphenylphosphino)-1,1'-binaphthalene (604-53-5,734-77-0,24161-30-6,32507-32-7)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; C₂₉H₃₄O₄; at 100 ℃; for 48h;

DOI:10.1007/s00706-014-1199-4

Reference yield:

1-Bromonaphthalene (90-11-9) + 1-Naphthylboronic acid (13922-41-3) → (R)-(+)-2,2'bis(diphenylphosphino)-1,1'-binaphthalene (604-53-5,734-77-0,24161-30-6,32507-32-7) + (S)-(+)-1,1'-binaphtyl

Guidance literature:

With C₃₄H₄₀Br₂N₃Pd; potassium hydroxide; In 1,4-dioxane; at 100 ℃; for 24h;

DOI:10.1039/c2dt12391f

upstream raw materials:

tri-1-naphthyl phosphate

(R)-(-)-1,1'-bi-2-naphthol triflate

1-Bromonaphthalene

1-Naphthylboronic acid

Downstream raw materials:

2-methyl-1,2,3,4-tetrahydroquinoline phosphoramidite

1,1'-bisnaphthalene

Refernces

• 1、 Iseki, Tomokazu,Goto, Hiromasa. "Synthesis of 1,1′-binaphthyl derivatives by Miyaura-Suzuki cross-coupling in cholesteric liquid crystal phase". . p. 1145 - 1149. Retrieved 2014/06/24.
• 2、 Jahjah, Mohamad,Jahjah, Rabih,Pellet-Rostaing, Stephane,Lemaire, Marc. "Asymmetric hydrogenation of aromatic ketones with new P-chirogenic monophosphine ligands". . p. 1224 - 1232. Retrieved 2008/02/05.