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Chloro[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride [RuCl(p-cymene)((R)-H8-binap)]Cl

Catalog Number
ACM944451267-2
Product Name
Chloro[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride [RuCl(p-cymene)((R)-H8-binap)]Cl
Structure
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CAS
944451-26-7
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Synonyms
(R)-RUCL[P-CYMENE(H8-BINAP)]CL; [RUCL(P-CYMENE)((S)-H8-BINAP)]CL; SC10137; MFCD09753016; CHLORO[(R)-(+)-2,2'-BIS(DIPHENYLPHOSPHINO)-5,5',6,6',7,7',8,8'-OCTAHYDRO-1,1'-BINAPHTHYL](P-CYMENE)RUTHENIUM(II) CHLORIDE; [RUCL(P-CYMENE)((R)-H8-BINAP)]CL;
IUPAC Name
dichlororuthenium;[1-(2-diphenylphosphanyl-5,6,7,8-tetrahydronaphthalen-1-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]-diphenylphosphane;1-methyl-4-propan-2-ylbenzene;
Molecular Weight
936.944g/mol
Molecular Formula
C54H54Cl2P2Ru;
Canonical SMILES
CC1=CC=C(C=C1)C(C)C.C1CCC2=C(C1)C=CC(=C2C3=C(C=CC4=C3CCCC4)P(C5=CC=CC=C5)C6=CC=CC=C6)P(C7=CC=CC=C7)C8=CC=CC=C8.Cl[Ru]Cl;
InChI
InChI=1S/C44H40P2.C10H14.2ClH.Ru/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;1-8(2)10-6-4-9(3)5-7-10;;;/h1-12,19-26,29-32H,13-18,27-28H2;4-8H,1-3H3;2*1H;/q;;;;+2/p-2;
InChI Key
RDVYAXZMACLMGN-UHFFFAOYSA-L;
Storage
2-8°C
Complexity
886
Covalently-Bonded Unit Count
3
Exact Mass
936.212g/mol
Heavy Atom Count
59
Monoisotopic Mass
936.212g/mol
Rotatable Bond Count
8
Topological Polar Surface Area
0A^2
Application
The purpose of Chloro[(R)-(+)-2,2'-bis(diphenylphosphino)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl](p-cymene)ruthenium(II) chloride, also known as [RuCl(p-cymene)((R)-H8-binap)]Cl, is to enhance the efficiency of asymmetric hydrogenation reactions. Specifically, this complex is used to catalyze the hydrogenation of unsaturated carboxylic acids with a higher enantiomeric excess than what is achieved using BINAP alone. This improved catalytic activity is particularly useful in the production processes of pharmaceuticals such as Ibuprofen, where it facilitates the ruthenium-catalyzed hydrogenation of aryl propenoic acid, thereby optimizing the synthesis of the drug.
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