A New Sterically Highly Hindered 7-Membered Cyclic Nitroxide for the Controlled Living Radical Polymerization
| Autor: | Che-Chien Chang, Armido Studer, Kai Oliver Siegenthaler |
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| Rok vydání: | 2006 |
| Předmět: |
Nitroxide mediated radical polymerization
Chemistry Organic Chemistry Radical polymerization Chain transfer Biochemistry Catalysis Inorganic Chemistry Living free-radical polymerization Cobalt-mediated radical polymerization Drug Discovery Polymer chemistry Living polymerization Reversible addition−fragmentation chain-transfer polymerization Physical and Theoretical Chemistry Ionic polymerization |
| Zdroj: | Helvetica Chimica Acta. 89:2200-2210 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/hlca.200690206 |
| Popis: | The synthesis of a new sterically highly hindered 7-membered alkoxyamine, 2,2,7,7-tetraethyl-1-(1-phenylethoxy)-1,4-diazepan-5-one (4), starting from known 2,2,6,6-tetraethyl-1-(1-phenylethoxy)piperidin-4-one (3) via a Beckmann-type rearrangement is presented. It is shown that ring-enlargement by insertion of an NH moiety in going from 3 to 4 leads to a more efficient regulator for nitroxide-mediated controlled living radical styrene (= ethenylbenzene) and butyl acrylate (= butyl prop-2-enoate) polymerization. In addition to the polymerization experiments, kinetic data on the reversible CO bond homolysis of alkoxyamines 3 and 4 are presented. |
| Databáze: | OpenAIRE |
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