905348
Rh2(R-p-Ph-TPCP)4
powder
Synonym(s):
Dirhodium tetrakis((S,R)-1-(4-phenyl(phenyl))-2,2-diphenylcyclopropanecarboxylate), Dirhodium tetrakis[(R)-1-(4-phenyl(phenyl))-2,2- diphenylcyclopropane carboxylate], Tetrakis[(R)-1-(4-phenyl(phenyl))-2,2- diphenylcyclopropane carboxylato]dirhodium(II)
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About This Item
Empirical Formula (Hill Notation):
C112H84O8Rh2
CAS Number:
Molecular Weight:
1763.67
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Product Name
Rh2(R-p-Ph-TPCP)4 ,
form
powder
Related Categories
Application
Rh catalyst developed by the Davies lab used for enantioselective cyclopropanations and C-H functionalization under low catalyst loadings.
Other Notes
Rh2(R-TPCP)4-Catalyzed Enantioselective [3+2]-Cycloaddition between Nitrones and Vinyldiazoacetates
Role of Sterically Demanding Chiral Dirhodium Catalysts in Site-Selective C-H Functionalization of Activated Primary C-H Bonds
Rhodium(II)-Catalyzed C-H Functionalization of Electron-Deficient Methyl Groups
Role of Sterically Demanding Chiral Dirhodium Catalysts in Site-Selective C-H Functionalization of Activated Primary C-H Bonds
Rhodium(II)-Catalyzed C-H Functionalization of Electron-Deficient Methyl Groups
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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Rh2(R-TPCP)4-catalyzed enantioselective [3+2]-cycloaddition between nitrones and vinyldiazoacetates.
Changming Qin et al.
Journal of the American Chemical Society, 135(39), 14516-14519 (2013-09-13)
Rhodium-catalyzed reaction of vinyldiazoacetates with nitrones results in a formal [3+2]-cycloaddition to generate 2,5-dihydroisoxazoles with high levels of asymmetric induction. The cascade reaction begins with a vinylogous addition event, followed by an iminium addition ring-closure/hydride migration/alkene isomerization cascade. Dirhodium tetrakis(triarylcyclopropanecarboxylates)
Changming Qin et al.
Journal of the American Chemical Society, 136(27), 9792-9796 (2014-06-17)
The influence of sterically demanding dirhodium tetracarboxylate catalysts on the site selectivity of C-H functionalization by means of rhodium carbene-induced C-H insertion is described. The established dirhodium tetraprolinate-catalyzed reactions of aryldiazoacetates cause preferential C-H functionalization of secondary C-H bonds as
Liangbing Fu et al.
Journal of the American Chemical Society, 138(18), 5761-5764 (2016-04-12)
Enantioselective C-H functionalization of relatively electron-deficient methyl sites was achieved with the combination of 2,2,2-trichloroethyl aryldiazoacetates and tetrakis(triarylcyclopropanecarboxylate) dirhodium catalysts. The substrate scope of the transformation was relatively broad, and C-H functionalization products were furnished with excellent levels of enantioselectivity.
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