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905542

Sigma-Aldrich

(R,R)-SINpEt⋅HBF4

≥95%

Synonym(s):

1,3-Bis((R)-1-(naphthalen-1-yl)ethyl)-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C27H27BF4N2
CAS Number:
1344155-18-5
Molecular Weight:
466.32
UNSPSC Code:
12352101
NACRES:
NA.22

Assay

≥95%

form

powder or crystals

reaction suitability

reagent type: ligand

functional group

phosphine

storage temp.

2-8°C

Related Categories

Application

(R,R)-SINpEt⋅HBF4 is a chiral NHC ligand developed in the Glorius Lab for use in Ru(II) catalyzed enantioselective hydrogenations. It has been employed for the regioselectivity asymmetric hydrogenation of quinoxalines, benzofurans, thiophenes, indolizines, isocoumarins and many other heterocycles.
Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)

Other Notes

Ligand-Controlled Highly Regioselective and Asymmetric Hydrogenation of Quinoxalines Catalyzed by Ruthenium N-Heterocyclic Carbene Complexes

Ruthenium–NHC–Diamine Catalyzed Enantioselective Hydrogenation of Isocoumarins

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ligand-controlled highly regioselective and asymmetric hydrogenation of quinoxalines catalyzed by ruthenium N-heterocyclic carbene complexes.
Slawomir Urban et al.
Angewandte Chemie (International ed. in English), 50(16), 3803-3806 (2011-03-29)
Wei Li et al.
Chemical science, 9(29), 6260-6263 (2018-08-10)
An efficient synthesis of optically active 4-substituted 2-oxazolidinones by the ruthenium(ii)-NHC-catalysed asymmetric hydrogenation of 2-oxazolones was developed. Excellent enantioselectivities (up to 96% ee) and yields (up to 99%) were obtained for a variety of substrates, bearing a range of functional
Wei Li et al.
Journal of the American Chemical Society, 139(7), 2585-2588 (2017-02-02)
A novel and practical chiral ruthenium-NHC-diamine system is disclosed for the enantioselective hydrogenation of isocoumarins, which provides a new concept to apply (chiral) NHC ligands in asymmetric catalysis. A variety of optically active 3-substituted 3,4-dihydroisocoumarins were obtained in excellent enantioselectivities

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