Iron(ii )-folded single-chain nanoparticles: a metalloenzyme mimicking sustainable catalyst for highly enantioselective sulfa-Michael addition in water
| Autor: | Jiajun Wang, Chaoping Li, Rong Tan, Weiying Wang, Donghong Yin, Shiye Li |
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| Rok vydání: | 2020 |
| Předmět: | |
| Zdroj: | Green Chemistry. 22:4645-4655 |
| ISSN: | 1463-9270 1463-9262 |
| DOI: | 10.1039/d0gc00949k |
| Popis: | Metalloenzyme is a source of inspiration for chemists who attempt to create versatile synthetic catalysts for aqueous catalysis. Herein, we impart metalloenzyme-like characteristics to a chiral FeII–oxazoline complex by incorporating an Fe(II) ion into a chiral oxazoline-containing discrete self-folded polymer, to realize highly enantioselective sulfa-Michael addition (SMA) in water. Intrachain FeII–oxazoline complexation together with hydrophobic interactions triggers the self-folding of the oxazoline-containing single polymeric chain in water. The formed FeII-folded single-chain polymeric nanoparticles (SCPNs) significantly accelerate the aqueous asymmetric SMA reaction via a self-folded hydrophobic compartment around the catalytic sites, reminiscent of metalloenzymatic catalysis. In addition, they can be facilely recovered for reuse by simple thermo-controlled separation due to their thermo-responsive properties. Such metallo-folded SCPNs combine the benefits of transition metal- and bio-catalyst, and avoid the tedious procedures of separation, which is a benefit for energy-saving and industrial applications. |
| Databáze: | OpenAIRE |
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