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(R)-SEGPHOS

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Product Name
(R)-SEGPHOS
CAS No.
244261-66-3
Chemical Name
(R)-SEGPHOS
Synonyms
(R)-SEGPHOS(R);(R)-(+)-SEGPHOS;(R)-SEGPHOS(R) >=94%;(R)-(+)-SEGPHOS(regR);(R)-(+)-SEGPHOS(R)-(+)-SEGPHOS;(R)-(+)-SEGPHOS®4,4'-Bi-1,3-benzodioxole-5,5'-diylbis(diphenylphosphine);(R)-5,5'-Bis(diphenylphosphino)-4,4'-bibenzo[d][1,3]dioxole;(R)-5,5'-Bis(diphenylphosphino)-4,4'-bibenzo[d][1,3]dioxole;(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole
CBNumber
CB51180982
Molecular Formula
C38H28O4P2
Formula Weight
610.59
MOL File
244261-66-3.mol
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(R)-SEGPHOS Property

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
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Safety

WGK Germany 
3
HS Code 
2932.99.7000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
692395
Product name
(R)-SEGPHOS?
Purity
≥94%
Packaging
100mg
Price
$27.06
Updated
2024/03/01
TCI Chemical
Product number
S0930
Product name
(R)-(+)-SEGPHOS[R]
Purity
>99.0%(HPLC)
Packaging
200mg
Price
$56
Updated
2024/03/01
TCI Chemical
Product number
S0930
Product name
(R)-(+)-SEGPHOS[R]
Purity
>99.0%(HPLC)
Packaging
1g
Price
$191
Updated
2024/03/01
Strem Chemicals
Product number
15-0136
Product name
(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98% (R)-(+)-SEGPHOS(R)
Packaging
250mg
Price
$48
Updated
2024/03/01
Strem Chemicals
Product number
15-0136
Product name
(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98% (R)-(+)-SEGPHOS(R)
Packaging
1g
Price
$142
Updated
2024/03/01
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(R)-SEGPHOS Chemical Properties,Usage,Production

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.

Uses

(R)-(+)-SEGPHOS? is a chelating ligand used to prepare coordination complex catalysts, such as its use in Pd catalysts for the enantioselective addition of diesters to 3,3-difluoropropenes, and in the Ni-based catalyst for the asymmetric propargylic amination of propargylic carbonates with an internal alkyne group.

(R)-SEGPHOS Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-SEGPHOS Suppliers

China 81 India 2 Japan 2 Switzerland 1 United Kingdom 2 United States 8 Global 96
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View Lastest Price from (R)-SEGPHOS manufacturers

XINXIANG RUNYU MATERIAL CO., LTD.
Product
(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(R)-SEGPHOS 244261-66-3
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
500kg
Release date
2021-11-30
Zhuozhou Wenxi import and Export Co., Ltd
Product
(R)-(+)-5,5"-Bis(diphenylphosphino)-4,4"-bi-1,3-benzodioxole,min.98%(R)-SEGPHOS 244261-66-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
(R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(R)-SEGPHOS 244261-66-3
Price
US $1.00-1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1lg; 2kg; 5kg; 10kg; 100kg
Release date
2019-08-31

244261-66-3, (R)-SEGPHOSRelated Search:

(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

  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%(R)-SEGPHOS
  • (R)-(+)-5,5μ-Bis(diphenylphosphino)-4,4μ-bi-1,3-benzodioxole, [4(R)-(4,4μ-bi-1,3-benzodioxole)-5,5μ-diyl]bis[diphenylphosphine]
  • (R)-SEGPHOS(R)
  • (R)-(+)-SEGPHOS
  • Phosphine,1,1'-[(4R)-[4,4'-bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-diphenyl-
  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,(R)-(+)-SEGPHOS
  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole
  • [(4R)-[4,4'-Bi-1,3-benzodioxole]-5,5'-diyl]bis[diphenylphosphine]
  • (R)-SEGPHOS(R) >=94%
  • (R)-(+)-SEGPHOS(regR)
  • (<i>R</i>)-(+)-SEGPHOS<sup>&reg
  • (R)-5,5'-Bis(diphenylphosphino)-4,4'-bibenzo[d][1,3]dioxole
  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98%
  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole, min. 98% (R)-(+)-SEGPHOS(R)
  • 1,1'-[(4R)-[4,4'-Bi-1,3-benzodioxole]-5,5'-diyl]bis[1,1-diphenylphosphine]
  • 4,4'-Bi-1,3-benzodioxole-5,5'-diylbis(diphenylphosphine)
  • (R)-(+)-4,4'-Bis(diphenylphosphino)-3,3'-bi(1,2-methylenedioxybenzene)
  • (R)-(+)-SEGPHOS(R)-(+)-SEGPHOS
  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min.98%
  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole,min [(R)-Segphos]
  • (R)-(+)-5,5'-Bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole
  • (R)-5,5'-Bis(diphenylphosphino)-4,4'-bibenzo[d][1,3]dioxole
  • 244261-66-3
  • Chiral Phosphine
  • Segphos Series