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905240

Sigma-Aldrich

(R,R,R)-SPIRAP

≥95%

Synonym(s):

((1R,3R,3′R)-3,3′-diethyl-3H,3′H-1,1′-spirobi[isobenzofuran]-7,7′-diyl)bis(diphenylphosphane), (R)-CrabPhos

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About This Item

Empirical Formula (Hill Notation):
C43H38O2P2
Molecular Weight:
648.71

Assay

≥95%

form

powder or crystals

reaction suitability

reagent type: ligand
reaction type: Asymmetric synthesis

mp

226-228 °C

SMILES string

CC[C@@H](O1)C2=C([C@@]1(O[C@@H]3CC)C4=C3C=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6)C(P(C7=CC=CC=C7)C8=CC=CC=C8)=CC=C2

Application

(R,R,R)-SPIRAP is a chiral C2-symmetric spiroketal-containing ligand developed in the Nagorny lab for asymmetric catalysis. It can be used in variety of stereoselective transformations, including: Ir-catalyzed hydroarylation, Pd-catalyzed allylic alkylation, Pd-catalyzed Heck couplings, and Rh-catalyzed hydrogenation.

Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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