Kainz, Quirin M. and Linhardt, Roland and Maity, Pradip K. and Hanson, Paul R. and Reiser, Oliver (2013) Ring-Opening Metathesis Polymerization-based Recyclable Magnetic Acylation Reagents. CHEMSUSCHEM, 6 (4). pp. 721-729. ISSN 1864-5631,
Full text not available from this repository. (Request a copy)Abstract
An operationally simple method for the acylation of amines utilizing carbon-coated metal nanoparticles as recyclable supports is reported. Highly magnetic carbon-coated cobalt (Co/C) and iron (Fe/C) nanobeads were functionalized with a norbornene tag (Nb-tag) through a click reaction followed by surface activation employing Grubbs-II catalyst and subsequent grafting of acylated N-hydroxysuccinimide ROMPgels (ROMP=ring-opening metathesis polymerization). The high loading (up to 2.6mmolg1) hybrid material was applied in the acylation of various primary and secondary amines. The products were isolated in high yields (8699%) and excellent purities (all >95% by NMR spectroscopy) after rapid magnetic decantation and simple evaporation of the solvents. The spent resins were successfully re-acylated by acid chlorides, anhydrides, and carboxylic acids and reused for up to five consecutive cycles without considerable loss of activity.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | CHEMICAL LIBRARY SYNTHESIS; PEPTIDE-SYNTHESIS; ACTIVE ESTERS; SOLID-PHASE; N-HYDROXYSUCCINIMIDE; FUNCTIONAL POLYMERS; PALLADIUM CATALYST; PARALLEL SYNTHESIS; COUPLING REAGENTS; ORGANIC-SYNTHESIS; acylation; metathesis; magnetic nanobeads; polymerization; supported catalyst |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 17 Apr 2020 09:23 |
| Last Modified: | 17 Apr 2020 09:23 |
| URI: | https://pred.uni-regensburg.de/id/eprint/16892 |
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