Abstract

The cis-stilbene oxide/ trans-stilbene oxide isomer assignment given formerly in Inorg. Chim. Acta, 193 (1992) 217 should be reversed. This assignment was based on the 1H NMR spectra of the stilbene oxides given in The Varian High Resolution NMR Spectral Catalog, Vol. 2, which is in error. The large amount of trans-oxide versus cis-oxide (5.5:1) from the cis-stilbene epoxidation by [Ru III(hedta)]/t-BuOOH, and 100% trans-oxide from trans- stilbene, is reinterpreted as indicative of a radicaloid intermediate in ⩾85% of the reaction channels. Comparisons are made with 15 ruthenium oxo catalysts which epoxidize stilbenes. Two categories are observed which are (A) stereoretentive Ru IVO catalysts or sterically hindered Ru VIO porphyrin oxidants, and (B) those which give isomer mixtures for Z-olefins and which are less hindered Ru VO and Ru IVO catalysts. The mechanistics aspects of these epoxidations are discussed.

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call

Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.