Reactivity of Seven-Membered-Ring trans-Alkenes with ElectrophilesThis research was supported by the National Science Foundation (CHE-1362709). J.R.S. was supported by a Margaret Strauss Kramer Fellowship from the NYU Department of Chemistry
Received: 10 April 2017
Accepted after revision: 10 May 2017
21 June 2017 (eFirst)
Published as part of the Cluster Silicon in Synthesis and Catalysis
Seven-membered-ring trans-alkenes containing a silicon–oxygen bond reacted rapidly with oxygen gas and electron-deficient alkenes and alkynes to give products with high selectivity. Addition of an electron-donating substituent or incorporating additional strain increased the reactivity by over two orders of magnitude. These results indicate that release of strain is not the only driving force for reactivity.