Beilstein J. Org. Chem.2011,7, 555–564, doi:10.3762/bjoc.7.64
showed good catalytic activities in the asymmetric intramolecular hydroamination reaction to give the corresponding product in moderate ee.
Keywords: chiral mono(N-heterocyclic carbene) complex; Heck–Mizorokireaction; hydroamination; Suzuki–Miyaura reaction; Introduction
N-heterocyclic carbene (NHC
–Mizorokireaction catalyzed by NHC–Pd(II) complex 7a.
NHC–Au complex (S)-6a catalyzed asymmetric intramolecular hydroamination.
Supporting Information
Supporting Information File 158: Experimental procedures and characterization data of compounds given in this article.
Supporting Information File 159
(II) complex.
Synthesis of mono(NHC)–Au(I) complex.
Synthesis of mono(NHC)–Au(I) complex (S)-6b.
Synthesis of mono(NHC)–Au(I) complex (S)-6c.
The application of catalysts (S)-6b and 6c in the intramolecular hydroamination reaction.
Suzuki–Miyaura reaction catalyzed by NHC–Pd(II) complex 7a.
Heck
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Graphical Abstract
Figure 1:
Monodentate NHCs with sterically hindered N-substituents.
Beilstein J. Org. Chem.2009,5, No. 21, doi:10.3762/bjoc.5.21
heterogeneous supports for palladium(0) nanoparticles is described. These functionalized polymers were incorporated inside a flow reactor and employed in Suzuki–Miyaura and Heck cross couplings under continuous flow conditions.
Keywords: Heck–Mizorokireaction; heterogeneous catalysis; ion exchange resin
industrial relevance is the Heck–Mizorokireaction. We were able to perform C-C coupling reaction under flow conditions with aryl iodides 23–28 using catalyst 3 (Table 2). Optimization of the conditions for our monolithic flow reactor was conducted with 4′-iodoacetophenone (23) and styrene (29) as coupling
substrates under these standard conditions. This observation has been noted in many examples of heterogenized palladium salts or complexes [34]. Likewise, these species are commonly not reactive enough to promote the Heck–Mizorokireaction with aryl bromides. It should be noted that under supercritical or
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Graphical Abstract
Scheme 1:
Preparation of Pd(0) nanoparticles inside flow reactors.