(R)-2-Diphenyphosphino-2'-hydroxyl-1,1'-binaphthyl

Base Information

• Chemical Name: (R)-2-Diphenyphosphino-2'-hydroxyl-1,1'-binaphthyl
• CAS No.: 149917-88-4
• Molecular Formula: C₃₂H₂₃OP
• Molecular Weight: 454.508
• Hs Code.: 29209090
• Mol file: 149917-88-4.mol

Synonyms:[1,1'-Binaphthalen]-2-ol,2'-(diphenylphosphino)-, (R)-; (1R)-2'-(Diphenylphosphino)-1,1'-binaphthalenyl-2-ol;(1R)-2'-(Diphenylphosphino)[1,1'-binaphthalen]-2-ol

Chemical Property of (R)-2-Diphenyphosphino-2'-hydroxyl-1,1'-binaphthyl

Chemical Property:

• Boiling Point: 602.3±43.0 °C(Predicted)
• PKA: 8.93±0.50(Predicted)
• Flash Point: 318.1oC
• PSA: 33.82000
• LogP: 7.12380
• Sensitive.: Air Sensitive

Purity/Quality:

99% ^*data from raw suppliers

(R)-(+)-DIPHENYLPHOSPHINO-2'-HYDROXY-1,1'-BINAPHTHYL 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-Diphenyphosphino-2'-hydroxyl-1,1'-binaphthyl

There total 16 articles about (R)-2-Diphenyphosphino-2'-hydroxyl-1,1'-binaphthyl 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: 94.0%

(S)-(+)-2-hydroxy-2'-diphenylphosphinoyl-1,1'-binaphthyl (132548-91-5,137769-33-6,162426-75-7) → (S)-(-)-2-hydroxy-2'-diphenylphosphino-1,1'-binaphthyl (149917-88-4,144868-15-5,199796-91-3)

Guidance literature:

With trichlorosilane; triethylamine; In toluene; at 100 ℃; for 16h;

DOI:10.1021/jo00059a059

Reference yield: 94.0%

C32H23O3P → (S)-(-)-2-hydroxy-2'-diphenylphosphino-1,1'-binaphthyl (149917-88-4,144868-15-5,199796-91-3)

Guidance literature:

With trichlorosilane; In toluene; at 0 - 120 ℃; for 12.5h; Alkaline conditions;

DOI:10.1002/anie.202102352

Reference yield: 73.0%

(S)-(1,1′-binaphthalen)-2-yldiphenylphosphine oxide → (S)-(-)-2-hydroxy-2'-diphenylphosphino-1,1'-binaphthyl (149917-88-4,144868-15-5,199796-91-3)

Guidance literature:

(S)-(1,1′-binaphthalen)-2-yldiphenylphosphine oxide; With palladium(II) trifluoroacetate; bis-[(trifluoroacetoxy)iodo]benzene; In nitromethane;

With trichlorosilane; triethylamine;

DOI:10.1021/acscatal.9b04354

upstream raw materials:

(S)-(+)-2-hydroxy-2'-diphenylphosphinoyl-1,1'-binaphthyl

dinaphtho[2,1-b;1',2'-d]furan

chloro-diphenylphosphine

Diphenyl-(2'-trimethylsilanyloxy-[1,1']binaphthalenyl-2-yl)-phosphane

Downstream raw materials:

[RuH((+/-)-2'-(diphenylphosphino)-2-oxy-1,1'-binaphthyl)(PPh₃)]

Λ-[Ru(2,2'-bipyridine)2((R)-2-diphenylphosphino-2'-hydroxy-1,1'-binaphthyl(-1H))]Cl

Pd(acac)((R)-2-(diphenylphosphino)-2'-hydroxy-1,1'-binaphthyl)*dichloromethane

Pd(acac)((R)-2-(diphenylphosphino)-2'-hydroxy-1,1'-binaphthyl)

Refernces

• 1、 Ji, Wangqin,Wu, Hai-Hong,Zhang, Junliang. "Axially Chiral Biaryl Monophosphine Oxides Enabled by Palladium/WJ-Phos-Catalyzed Asymmetric Suzuki-Miyaura Cross-coupling". . p. 1548 - 1554. Retrieved 2020/02/04.
• 2、 Kadyrov, Renat,Heinicke, Joachim,Kindermann, Markus K.,Heller, Detlef,Fischer, Christine,Selke, Ruediger,Fischer, Axel K.,Jones, Peter G.. "P/O ligand systems: Facile synthesis, structure, and catalytic tests of 2′-phosphanyl-1,1′-bipheny 1-2-ols and 2′-phosphanyl-1,1′-binaphthyl-2-ols". . p. 1663 - 1670. Retrieved 2007/10/03.