ChemicalBook >> CAS DataBase List >>Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II)

Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II)

CAS No.
220114-32-9
Chemical Name:
Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II)
Synonyms
RuCl2[(R)-xylbinap][(R)-daipen];RuCl2[(R)-DM-BINAP][(R)-DAIPEN];RuCl2[(R)-xylbinap][(R)-daipen] RuCl2[(R)-xylbinap][(R)-daipen];Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl);Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II);Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-xylbinap][(R)-daipen]
CBNumber:
CB61181072
Molecular Formula:
C71H74Cl2N2O2P2Ru
Molecular Weight:
1221.3
MDL Number:
MFCD09753026
MOL File:
220114-32-9.mol
Last updated:2023-06-08 17:06:35

Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) Properties

Melting point 197-211 °C
storage temp. 2-8°C
form solid
color yellow to dark brown or green
Sensitive air sensitive

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
WGK Germany  3
HS Code  2931.90.6000

Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 692255 RuCl2[(R)?DM?BINAP][(R)?DAIPEN] 220114-32-9 100mg $37.8 2024-03-01 Buy
TCI Chemical R0133 RuCl2[(R)-xylbinap][(R)-daipen] 220114-32-9 200mg $79 2024-03-01 Buy
TCI Chemical R0133 RuCl2[(R)-xylbinap][(R)-daipen] 220114-32-9 1g $268 2024-03-01 Buy
Strem Chemicals 44-0212 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-xylbinap][(R)-daipen] 220114-32-9 250mg $64 2024-03-01 Buy
Strem Chemicals 44-0212 Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-xylbinap][(R)-daipen] 220114-32-9 1g $190 2024-03-01 Buy
Product number Packaging Price Buy
692255 100mg $37.8 Buy
R0133 200mg $79 Buy
R0133 1g $268 Buy
44-0212 250mg $64 Buy
44-0212 1g $190 Buy

Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) Chemical Properties,Uses,Production

Reaction

  1. Highly active catalyst for hydrogenation of simple ketones giving high enantioselectivity when sterically unsymmetrical ketones such as acetophenone, heteroaryl ketones, benzophenones, cyclopropyl ketones, and cyclohexyl ketones are substrates. Ee's are enhanced with XylBINAP relative to BINAP. The otherwise poorly bonded ketone is held in the transition state by hydrogen bonding to the protic bidentate amine.
  2. Carbonyl groups are selectively reduced even when olefins exist in the same molecule.
  3. In the presence of strong base, and catalyst, simple ketones, having substituents at the α-position, may be induced to undergo dynamic kinectic resolution during their hydrogenation to produce two chiral carbon centers in high yield.
Reactions of 220114-32-9

Uses

Chiral RuCl2(diphosphine)?(1,?2-?diamine) complexes catalyzes the asymetrical hydrogenation of amino ketones. E.g., hydrogenation of MeCOCH2NMe2 in presence of trans-?RuCl2[(R)?-?xylbinap]?[(R)?-?daipen] gave 79?% (S)?-?MeCH(OH)?CH2NMe2. This compound was used as a catalyst.

Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) Preparation Products And Raw materials

Raw materials

Preparation Products

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Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-DM-BINAP][(R)-DAIPEN] Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl) Dichloro{(R)-(+)-2,2'-bis[di(3,5-xylyl)phosphino]-1,1'-binaphthyl}[(2R)-(-)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]ruthenium(II) RuCl2[(R)-xylbinap][(R)-daipen] RuCl2[(R)-xylbinap][(R)-daipen] RuCl2[(R)-xylbinap][(R)-daipen] RuCl2[(R)-xylbinap][(R)-daipen] 220114-32-9 C71H74Cl2N2O2P2Ru