(R)-SEGPHOS Chemical Properties

Melting point:

168-172 °C

Boiling point:

715.4±60.0 °C(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

Powder

color 

off-white

optical activity

[α]20/D +11°, c = 0.5 in chloroform

Safety Information

WGK Germany 

3

HS Code 

2932.99.7000

(R)-SEGPHOS Usage And Synthesis

Reactions

1. Biaryl bisphosphine ligand with narrow dihedral angle. The SEGPHOS® ligand has been applied to a variety of metal catalyzed reactions. In many cases, yields and enantioselectivities, exceed results obtained earlier using BINAP.
2. As ruthenium complex, SEGPHOS® generally gives higher levels of chiral induction in asymmetric hydrogenations of α,β,and γ-functionalized ketones. 
3. Used in Rh-catalyzed transformations such as: (a) 1,4-addition of boronic acids to coumarins, (b) addition of titanium reagents to imines,(c) cotrimerization of alkenes and acetylenes,10 (d)double [2+2+2] cycloaddition,11 (e) indanone formation.
4. Used in Pd-catalyzed transformations such as: (a) cycloaddition of 1,6-enyne,(b) arylative cyclization of allenyl aldehydes with boronic acids,13 (c) synthesis of chromans.
5. Used in Cu-catalyzed transformations such as: (a) nitroso Diels-Alder,(b) reductive aldol condensation,(c) conjugate reduction of unsaturated sulfones,and phophonates.
6. Iridium-catalyzed asymmetric hydrogenation of quinolines activated by chloroformates.
7. Iridium-catalyzed asymmetric transfer hydrogenation used in polyketide construction.
8. Rhodium-catalyzed asymmetric hydroarylation of 3-pyrrolines.
9. Palladium-catalyzed regio- and enantioselective dearomatization.

(R)-SEGPHOS(244261-66-3)Related Product Information

• (S)-SunPhos
• (S)-(+)-2,2'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-6,6'-dimethoxy-1,1'-biphenyl,min.97%
• (R)-(+)-TolBINAP
• (R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butyl-4-methoxypheny
• R(+)-2 2'-BIS-(DIPHENYLPHOSPHINO)-6 6'-&
• (S)-(-)-2,2'-Bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl
• (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
• (R)-(+)-2,2'-Bis(di-i-propylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%
• (R)-H8-BINAP
• (R)-DIFLUORPHOS(TM)
• (S)-(-)-2,2'-BIS(DI-P-TOLYLPHOSPHINO)-1,1'-BINAPHTHYL
• (R)-DTBM-SEGPHOS
• (R)-(+)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(R)-DM-SEGPHOS
• (S)-(-)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DM-SEGPHOS
• N-[(1R,2R)-1,2-Diphenyl-2-(2-(4-Methylbenzyloxy)ethylaMino)-ethyl]-4-Methylbenzene sulfonaMide(chloro)rutheniuM(II) (R,R)-Ts-DENEB 1333981-84-2
• Chloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl} [(2R)-(-)-1-(4-Methoxyphenyl)- 1 (4-Methoxyphenyl-kC)-3- Methyl-1,2-butanediaMine]rutheniuM(II) (R)-RUCY XylBINAP
• (S)-(-)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(S)-SEGPHOS
• (S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS