Thermo-responsive self-assembled metallomicelles accelerate asymmetric sulfoxidation in water
| Autor: | Yaoyao Zhang, Xuanfeng Luo, Guangwu Zhao, Donghong Yin, Rong Tan, Chen Xing |
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| Rok vydání: | 2016 |
| Předmět: |
010405 organic chemistry
Phenyl sulfide 010402 general chemistry 01 natural sciences Catalysis 0104 chemical sciences Self assembled chemistry.chemical_compound chemistry Pulmonary surfactant Covalent bond Acrylamide Polymer chemistry Organic chemistry Physical and Theoretical Chemistry Chemoselectivity Thermo responsive |
| Zdroj: | Journal of Catalysis. 335:62-71 |
| ISSN: | 0021-9517 |
| Popis: | A series of novel chiral salen Ti IV catalysts with thermo-responsive surfactant properties were prepared by covalently appending a chiral salen Ti IV complex on the hydrophobic block of thermo-responsive amphiphilic copolymers of poly(N-isopropylacrylamide- co -N,N-dimethyl acrylamide) (poly (NIPAAM- co -DMAAM)). Characterization results suggested self-assembly behavior of the catalysts in water at room temperature. The self-assembled metallomicelles induced a micellar catalytic approach in asymmetric sulfoxidation in water using H 2 O 2 as an oxidant, leading to significant rate acceleration and remarkable high selectivity. Quantitative conversion (>99%) of methyl phenyl sulfide with up to 96% chemoselectivity and 95% enantioselectivity was achieved over 0.5 mol% of PN 70 D 7 -C even within 30 min, whereas neat complex was far less efficient (9% conversion with 72% chemoselectivity and 79% enantioselectivity). Moreover, the catalysts could be easily recovered by thermo-controlled separation and be efficiently reused for several cycles. |
| Databáze: | OpenAIRE |
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