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693537

Sigma-Aldrich

R-MOP

≥94%

Synonym(e):

(R)-(+)-2-(Diphenylphosphino)-2′-methoxy-1,1′-binaphthyl

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About This Item

Empirische Formel (Hill-System):
C33H25OP
CAS-Nummer:
145964-33-6
Molekulargewicht:
468.52
MDL-Nummer:
MFCD00269686
UNSPSC-Code:
12352005
PubChem Substanz-ID:
329761598

Assay

≥94%

Form

solid

Optische Aktivität

[α]20/D +94°, c = 0.5 in chloroform

SMILES String

COc1ccc2ccccc2c1-c3c(ccc4ccccc34)P(c5ccccc5)c6ccccc6

InChI

1S/C33H25OP/c1-34-30-22-20-24-12-8-10-18-28(24)32(30)33-29-19-11-9-13-25(29)21-23-31(33)35(26-14-4-2-5-15-26)27-16-6-3-7-17-27/h2-23H,1H3

InChIKey

KRWTWSSMURUMDE-UHFFFAOYSA-N

Allgemeine Beschreibung

R-MOP is a phosphine ligand with a bis-naphthalene backbone.

Anwendung

Ligand used in palladium-catalyzed asymmetric hydrosilylation of olefins, palladium-catalyzed reduction of allylic esters and rhodium-catalyzed asymmetric addition reaction.

Rechtliche Hinweise

Sold in collaboration with Takasago for research purposes only. US5231202

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Gaku Hattori et al.
Journal of the American Chemical Society, 132(30), 10592-10608 (2010-07-14)
The scope and limitations of the copper-catalyzed propargylic amination of various propargylic esters with amines are presented, where optically active diphosphines such as Cl-MeO-BIPHEP and BINAP work as good chiral ligands. A variety of secondary amines are available as nucleophiles
T Hayashi
Accounts of chemical research, 33(6), 354-362 (2000-07-13)
Chiral monophosphines, whose chirality is due to biaryl axial chirality, have been prepared from enantiomerically pure 2, 2'-dihydroxy-1,1'-binaphthyl and demonstrated to be highly efficient chiral ligands for transition-metal-catalyzed organic transformations, especially for reactions where chelating bisphosphine ligands cannot be used.
Uozomi, Y.
Journal of the American Chemical Society, 9887-9887 (1991)
Rhodium-catalyzed asymmetric addition of aryl- and alkenylboronic acids to isatins.
Ryo Shintani et al.
Angewandte Chemie (International ed. in English), 45(20), 3353-3356 (2006-04-06)
A new optically active monodentate phosphine ligand, (R)-(+)-3-diphenylphosphino-3'-methoxy-4,4'-biphenanthryl (MOP-phen): preparation and use for palladium-catalyzed asymmetric reduction of allylic esters with formic acid
Hayashi, T.
Synthesis, 526-532 (1994)
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Artikel

Chiral Diene Ligands for Asymmetric Transformations

In the last few years, a number of chiral diene ligands have emerged for a variety of asymmetric transformations.1 This powerful new method has proven to be an efficient way for the construction of enantioenriched compounds from achiral substrates.

Takasago Ligands

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

Unser Team von Wissenschaftlern verfügt über Erfahrung in allen Forschungsbereichen einschließlich Life Science, Materialwissenschaften, chemischer Synthese, Chromatographie, Analytik und vielen mehr..

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