(+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% (S,S)-Me-DUPHOS-Rh

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Catalog Number
ACM205064104
Product Name
(+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate, 98+% (S,S)-Me-DUPHOS-Rh
Structure
Structure
CAS
205064-10-4
Category
Rhodium series of catalysts
Synonyms
(+)-1,2-Bis((2S,5S)-2,5-dimethylphospholano)benzene(cyclooctadiene)Rh(I)tetrafluoroborate; (2R,5R)-1-[2-[(2R,5R)-2,5-dimethylphospholan-1-yl]phenyl]-2,5-dimethylphospholane; MFCD01862467; 205064-10-4; AC1MC1E8;
IUPAC Name
cycloocta-1,5-diene;(2S,5S)-1-[2-[(2S,5S)-2,5-dimethylphospholan-1-yl]phenyl]-2,5-dimethylphospholane;rhodium;tetrafluoroborate;
Molecular Weight
604.263g/mol
Molecular Formula
C26H40BF4P2Rh-;
Canonical SMILES
[B-](F)(F)(F)F.CC1CCC(P1C2=CC=CC=C2P3C(CCC3C)C)C.C1CC=CCCC=C1.[Rh];
InChI
InChI=1S/C18H28P2.C8H12.BF4.Rh/c1-13-9-10-14(2)19(13)17-7-5-6-8-18(17)20-15(3)11-12-16(20)4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h5-8,13-16H,9-12H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;/t13-,14-,15-,16-;;;/m0.../s1;
InChI Key
ZUMNNKGIZSDCBZ-KXSXXMSISA-N;
Application
The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted acetamidoacrylates and enol acetates yielding products of high enantiomeric excesses. Efficient ligand for the asymmetric hydrogenation of tetrasubstituted enamides.

Forms superior catalysts for asymmetric reductive aminations.

Catalyst used for the asymmetric hydrogenation of enol phosphonates.

A novel enantioselective synthesis of β-amino alcohols and 1,2-diamines.

Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO.

Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization.

Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines.

Palladium catalyzed asymmetric phosphination.
Complexity
369
Covalently-Bonded Unit Count
4
Defined Atom Stereocenter Count
4
Exact Mass
604.169g/mol
Formal Charge
-1
H-Bond Acceptor
5
Heavy Atom Count
34
Monoisotopic Mass
604.169g/mol
Rotatable Bond Count
2
Topological Polar Surface Area
0A^2
Undefined Bond Stereocenter Count
2
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