500103-26-4

Basic information

• Product Name: N N-BIS-[(R)-1-PHENYLETHYL]DIBENZO[D F][
• Synonyms: BIPOL-A1(R), (R,R)-N-(5,7-Diox-6-phosphadibenzo[a,c]cyclohepten-6-yl)bis(1-phenylethyl)amine, O,Oμ-(2,2μ-Biphenyldiyl) N,N-bis[(R)-1-phenylethyl]phosphoramidite;N,N-bis[(1S)-1-phenylethyl]-Dibenzo[d,f][1,3,2]dioxaphosphepin-6-aMine;N,N-Bis-[(R)-1-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine >=99.0%;N,N-Bis[(R)-1-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosp hepin-6-amine,99%e.e.;N,N-Bis[(1R)-(+)-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine,97%;N N-BIS-[(R)-1-PHENYLETHYL]DIBENZO[D F][
• CAS NO: 500103-26-4
• Molecular Formula: C₂₈H₂₆NO₂P
• Molecular Weight: 439.492
• Product Categories: phosphine-amine ligand;Chiral Phosphine;CPN
• Mol File: 500103-26-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 99-102 °C
• Boiling Point: 578.4°C at 760 mmHg
• Flash Point: 303.6°C
• Appearance: white/Powder
• Vapor Pressure: 2.24E-13mmHg at 25°C
• PKA: -0.31±0.20(Predicted)
• Sensitive: moisture sensitive
• CAS DataBase Reference: N N-BIS-[(R)-1-PHENYLETHYL]DIBENZO[D F][(CAS DataBase Reference)
• NIST Chemistry Reference: N N-BIS-[(R)-1-PHENYLETHYL]DIBENZO[D F][(500103-26-4)
• EPA Substance Registry System: N N-BIS-[(R)-1-PHENYLETHYL]DIBENZO[D F][(500103-26-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 500103-26-4(Hazardous Substances Data)

Usage

Uses

N,N-Bis-[(R)-1-phenylethyl]dibenzo[d,f][1,3,2]dioxaphosphepin-6-amine can be used:In the asymmetric hydrovinylation of 1,3-diene.In the 1,4-asymmetric conjugate addition of 3-substituted cyclohexenones catalyzed by copper.

InChI:InChI=1/C28H26NO2P/c1-21(23-13-5-3-6-14-23)29(22(2)24-15-7-4-8-16-24)32-30-27-19-11-9-17-25(27)26-18-10-12-20-28(26)31-32/h3-22H,1-2H3/t21-,22-/m1/s1

Upstream product

• 16611-68-0 6-chloro-dibenzo[d,f][1,3,2]-dioxaphosphepin 
• 10024-74-5 (R,R)-N,N-bis-(1-phenylethyl)amine 
• 1806-29-7 2,2'-dihydroxybiphenyl 
• 777067-26-2 [(R,R)-bis(α-methylbenzyl)amino]phosphorous dichloride 

Relevant articles and documents

Ligand-induced acceleration of the intramolecular [3 + 2] cycloaddition between alkynes and alkylidenecyclopropanes

(Chemical Equation Presented) Bulky phosphite L6 and several sterically robust phosphoramidites are excellent ligands for promoting the Pd-catalyzed [3 + 2] intramolecular cycloaddition between alkylidenecyclopropanes and alkynes. The use of th

(R)-2,2’-Binaphthoyl-(S,S)-di(1-phenylethyl) aminophosphine. Scalable protocols for the syntheses of phosphoramidite (feringa) ligands

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Copper-catalyzed asymmetric conjugate addition of trialkylaluminium reagents to trisubstituted enones: Construction of chiral quaternary centers

Me3Al, Et1Al, and vinylalane species undergo enantioselective conjugate addition to a wide range of 2- or 3-substituted enones (cyclopent-2enones, cyclohex-2-enones, 3-methyl cyclohept-2-enone) in the presence of catalytic amount of copper salt (copper thiophene carboxylate, [Cu(CH3-CN)4]BF4 or [CuOTf]2· C6H6) and tropos-phosphoramidite-based ligand. Thus, chiral quaternary centers can be built, with up to 98% ee after rigorous optimization of experimental conditions. It was shown that the main important parameter was the order of the introduction of the reagents. Then, the generated enantioenriched aluminium enolates and the chiral conjugate adducts were functionalized and used for subsequent reactions.