Browsing by Author "Kevin Stamplecoskie"
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Item Open Access A vinylogous Norrish reaction as a strategy for light-mediated ring expansion(Royal Society of Chemistry, 2022-02-03) Evgueni Gorobets; James W. Papatzimas; Jorge Dourado; Goonay Yousefalizadeh; JinGyu Lee; Duncan K. Brownsey; Kevin Stamplecoskie; Rebecca Davis; Darren J. DerksenThe reactions of bicyclic divinyl ketones display wavelength-dependent changes in product formation. UV irradiation results in the formation of competitive and tricyclic unsaturated ketones that subsequently undergo ring expansion and reaction with a range of nucleophiles. DFT calculations and transient absorption experiments were completed that are consistent with a vinylogous Type II Norrish pathway.