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Side reactions of nitroxide-mediated polymerization: N-O versus O-C cleavage of alkoxyamines

Hodgson, Jennifer; Roskop, Luke; Gordon, Mark S; Lin, Ching-Yeh; Coote, Michelle


Free energies for the homolysis of the NO-C and N-OC bonds were compared for a large number of alkoxyamines at 298 and 393 K, both in the gas phase and in toluene solution. On this basis, the scope of the N-OC homolysis side reaction in nitroxide-mediated polymerization was determined. It was found that the free energies of NO-C and N-OC homolysis are not correlated, with NO-C homolysis being more dependent upon the properties of the alkyl fragment and N-OC homolysis being more dependent upon...[Show more]

CollectionsANU Research Publications
Date published: 2010
Type: Journal article
Source: Journal of Physical Chemistry A
DOI: 10.1021/jp1064165


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