title: Investigation of the dynamic nature of 1,2-oxazines derived from peralkylcyclopentadiene and nitrosocarbonyl species.
abstract: We have investigated the reversible hetero-Diels-Alder reaction of 1,2-oxazines derived from a peralkylcyclopentadiene and a series of nitrosocarbonyl dienophiles. The nature of the dienophile was found to impart broad tunability to the dynamic character of the oxazine adducts. The reversibility was also observed in polymeric systems. The fidelity of the reaction and tunable sensitivity toward elevated temperature and water signify potential applications in the development of dynamic covalent materials or delivery systems for small molecule payloads.
authors.affiliation: Department of Chemistry, University of Washington, Seattle, Washington 98195, USA. ajb1515@uw.edu.
authors.forename: Victoria K
authors.initials: VK
authors.lastname: Kensy
authors.affiliation: Department of Chemistry, University of Washington, Seattle, Washington 98195, USA. ajb1515@uw.edu.
authors.forename: Gregory I
authors.initials: GI
authors.lastname: Peterson
authors.affiliation: Department of Chemistry, University of Washington, Seattle, Washington 98195, USA. ajb1515@uw.edu.
authors.forename: Derek C
authors.initials: DC
authors.lastname: Church
authors.affiliation: Department of Chemistry, Pacific Lutheran University, Tacoma, Washington 98447, USA.
authors.forename: Neal A
authors.initials: NA
authors.lastname: Yakelis
authors.affiliation: Department of Chemistry, University of Washington, Seattle, Washington 98195, USA. ajb1515@uw.edu.
authors.forename: Andrew J
authors.initials: AJ
authors.lastname: Boydston