Phenolic L-prolinamide was allowed to participate in enzymatic polymerization with horseradish peroxidase as the catalyst, generating immobilized L-prolinamide. The catalytic performance of the resultant polymer-supported L-prolinamide for direct asymmetric aldol reaction between aromatic aldehyde and cyclohexanone was studied. The results show that as prepared L-prolinamide can catalyze the aldol reaction at room temperature in the presence of H₂O. Relevant aldol addition products are obtained with good yields (up to 91%), high diastereoselectivities (up to 6:94 dr), and medium enantioselectivities (up to 87% ee). Moreover, the title polymer-supported catalyst can be recovered and reused for at least five cycles while the activity remains almost unchanged. Chirality 26:209–213, 2014. © 2014 Wiley Periodicals, Inc.

A series of prolineamide modified by polyvinylidene chloride (PVDC) was synthesized and used as green recoverable organocatalysts for the asymmetric Aldol reactions between various ketones and aromatic aldehydes. The effects of solvent and catalyst dosage on the catalytic performances of as-synthesized organocatalysts were investigated. It was found that as-synthesized PVDC-supported L-prolineamides possessed good catalytic performance for the asymmetric Aldol reactions between cyclohexanone and a variety of aromatic aldehydes, affording high yields of up to 99%, excellent diastereoselectivities of up to above 8 : 92 d.r. value, and high enantioselectivities of up to above 92.3% e.e. value. In general, the catalytic performance of as-synthesized organocatalysts closely depended on the catalyst dosage and solvent type as well. Particularly, as-synthesized organocatalyst 1c, at a dosage of 5 mol % in 10 μL of water, exhibited high catalytic activity and stereoselectivity for the asymmetric Aldol reaction between cyclohexanone and p-nitrobenzaldehyde at room temperature. In the meantime, it could be easily recovered and recycled, while the activity and enantioselectivity were nearly completely retained even after five cycles of recovery, showing promising application as an efficient green organocatalyst for the aforementioned asymmetric Aldol reactions. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

Novel chitosan-supported cinchona alkaloids have been developed as heterogeneous catalysts for enantioselective Michael reaction. As-synthesized products as organocatalysts for asymmetric Michael reaction have a high efficiency, providing highly functionalized products (containing adjacent quaternary and tertiary stereocenters) with good stereoselectivity (up to 93% enantiomeric excess) in high yields and recyclability (up to five runs). Chirality 24:640–645, 2012. © 2012 Wiley Periodicals, Inc.

PVC-TEPA-supported L-proline catalyst has been synthesized and characterized by IR. It is developed as an efficient catalyst for the direct asymmetric aldol reaction of unmodified ketones with various aldehydes in the presence of water at 0°C. The corresponding aldol products were obtained with high yields (up to 94%) and good enantioselectivities (up to 97% ee) on optimized conditions. Recycling investigations have shown that this material can be reused without loss of catalytic activity and stereoselectivity for at least 15 cycles. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010

Polyvinyl chloride-triethylene-tetramine supported palladium complex (PVC-TETA-Pd) was prepared from polyvinyl chloride via simple method and the production cost of the complex was remarkably low. The complex was an efficient catalyst for Heck reaction. It was active for low activity substrates such as aryl bromides and aryl chlorides. The coupling of bromobeneze with styrene catalyzed by PVC-TETA-Pd afforded 99.8% yield of stilbene under the optimized reaction conditions. PVC-TETA-Pd could catalyze the Heck reactions in the presence of several different kinds of acid-binding agents. Furthermore, the good reusability of PVC-DTA-Pd was also found for Heck reaction. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2010

Chitosan-supported L-proline complex was synthesized and applied as a catalyst for the direct asymmetric aldol reaction in various organic solvents and water as well. It was found that the novel synthesized catalyst was able to efficiently catalyze the aldol reaction in various media. The catalytic capacity and stereoselectivity of the catalyst were obviously improved with the introduction of aqueous micelle, possibly because the micelle functioned as a hydrophobic pocket, like the hydrophobic portion in enzymes. Moreover, the present synthetic catalyst showed performance similar to that of enzymes and could be used as a model of enzyme catalysis to help better understand the mystic mechanism of enzymes. Chirality, 2009. © 2008 Wiley-Liss, Inc.

Cellulose supported palladium complex was synthesized and characterized by XPS, TG/DTA etc. The complex was found to be an efficient catalyst for Heck reaction of acrylic acid or styrene with aryl iodides at low temperature in water under atmospheric condition, the substituted trans-cinnamic acid or 1,2-stilbene was obtained in stereoselectivity. Repeated tests showed that the catalyst have good reusability. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008