905542
(R,R)-SINpEt⋅HBF4
≥95%, powder or crystals
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:
Molecular Weight:
466.32
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Product Name
(R,R)-SINpEt⋅HBF4, ≥95%
InChI key
VYIDGCVFAXSDII-MUCZFFFMSA-N
SMILES string
[B-](F)(F)(F)F.[N+]3(=CN(CC3)[C@H](C)c4c5c(ccc4)cccc5)[C@H](C)c1c2c(ccc1)cccc2
assay
≥95%
form
powder or crystals
reaction suitability
reagent type: ligand
functional group
phosphine
storage temp.
2-8°C
Quality Level
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)
Product can be used with our benchtop hydrogen generator, H-Genie Lite (Z744083)
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
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
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