Journal
JOURNAL OF CATALYSIS
Volume 335, Issue -, Pages 62-71Publisher
ACADEMIC PRESS INC ELSEVIER SCIENCE
DOI: 10.1016/j.jcat.2015.12.012
Keywords
Thermo-responsive; Micellar catalysis; Chiral salen Ti-IV complex; Asymmetric sulfoxidation; Water
Categories
Funding
- National Natural Science Foundation of China [NSFC 21476069, 21003044]
- Scientific Research Fund of Hunan Provincial Education Department [13B072]
- Program for Excellent Talents in Hunan Normal University [ET14103]
- Program for Science and Technology Innovative Research Team in Higher Educational Institutions of Hunan Province
- Foundation for Innovative Research Groups of the Hunan Natural Science Foundation of China
- Construct Program of the Key Discipline in Hunan Province
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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 (NIPAAMco-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 H2O2 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 PN70D7-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. (C) 2015 Elsevier Inc. All rights reserved.
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