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Anchimerically assisted redox reactions : Comparisons of the effect of transannular - OH and -NH2 group son the rate of the aqueous I2 oxidation of thioethers. Structures of the heteroatom bridged l-thioniabicyclo[3.3.1]nonane intermediates
Authors:Albert A. Hirschon  Marilyn M. Olmstead  Joyce Takahashi Doi  W.Kenneth Musker
Affiliation:Department of Chemistry, University of California, Davis, California 95616 U.S.A.
Abstract:The rate law for the aqueous I2 oxidation of 5-amino-1-thiacyclooctane has been determined and compared with 5-hydroxy-l-thiacyclooctane. The crystal structures of the 9-aza- and 9-oxa-l-thioniabicyclo[3.3.1]nonanes formed on oxidative cyclization are compared.
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