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Factors Influencing the C−O Bond Homolysis of Alkoxyamines: Effects of H−Bonding and Polar Substituents

✍ Scribed by Marque, Sylvain; Fischer, Hanns; Baier, Elisabeth; Studer, Armido

Book ID: 120528186
Publisher: American Chemical Society
Year: 2001
Tongue: English
Weight: 139 KB
Volume: 66
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo001190z

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## Abstract In recent work, a 15‐fold increase in the C–ON bond homolysis rate constant __k__~d~ of 4‐pyridylethyl‐SG1‐based alkoxyamine was observed upon protonation of the pyridyl moiety in organic solvent. In this report, the pH dependence of __k__~d~ (p__K__~a~ = 4.7) is investigated in D~2~O/C