“Bottom‐Up” Embedding of the Jørgensen–Hayashi Catalyst into a Chiral Porous Polymer for Highly Efficient Heterogeneous Asymmetric Organocatalysis

Abstract

The only way is up! “Bottom‐up” construction of a robust chiral porous polymer (JH‐CPP) embedded with the Jørgensen–Hayashi catalyst (JH) has been successfully achieved for highly efficient heterogeneous organocatalysis. The high BET surface area, wide openings and interconnected nanopores of JH‐CPP increase the accessibility of catalytic sites and as such the catalyst shows excellent activity in catalyzing the asymmetric Michael addition reaction (see scheme).

Porous aromatic framework (PAF-1) as hyperstable platform for enantioselective organocatalysis

“…Among the applications, immobilization of homogeneous catalysts, especially chiral catalysts, on cavity surfaces of the solid porous materials is of great importance. In this field, the latest developments involved enantioselective catalysis based on metal-organic frameworks (MOFs) [1][2][3][4][5][6][7][8][9][10][11][12][13][14], covalent organic frameworks (COFs) [15][16][17][18][19][20][21][22][23][24] and porous organic polymers (POPs) [25][26][27][28][29][30][31][32]. Many advantages of MOFs, COFs and POPs for heterogeneous enantioselective catalysis have been elaborated by scientists.…”

Palladium Nanoparticles Supported on Triphenylphosphine-Functionalized Porous Polymer as an Active and Recyclable Catalyst for the Carbonylation of Chloroacetates

“…Heterogeneous switching of a homogeneous palladium complex by immobilizing the complex or nanoparticle onto the solid support has been expected to address these problems [14][15][16][17][18][19][20][21][22][23][24][25], where traditional polymers and silicas are the most widely used support materials [26]. However, 2 of 12 these traditional supports "anchored" palladium catalysts often suffer from poor stability and inhomogeneously distributed active sites [27]. Moreover, under a CO atmosphere, palladium supported on these traditional supports is easily aggregated, forming catalytically inactive species during the reactions and thus lowering their stability and catalytic activities [16].…”

A Visible‐Light‐Powered Polymerization Method for the Immobilization of Enantioselective Organocatalysts into Microreactors

“…After this explorative study,t he catalytic efficiency of Monolith-HJ was furthere valuated performing the Michael addition of aldehydes on activated alkenes as am ore efficient transformation for the TMS-protected HJ catalyst. [58,59] Hence, the reac-tion mixture consistingo fa na liphatic aldehyde 4 (0.3 mmol L À1 ), an itro-styrene derivative 5 (0.03 mmol L À1 )a nd benzoica cid (0.013 mmolL À1 )i na cetonitrile was pumped through the catalytic microreactor with af low rate of 0.1 mLmin À1 ( Table 1). The addition products 6 were obtained with excellent diastereomerica nd enantiomeric ratios, thus provingt he effectiveness of the approach.…”