3 years ago

Dynamic Cross-Exchange in Halophosphonium Species: Direct Observation of Stereochemical Inversion in the Course of an SN2 Process

Dynamic Cross-Exchange in Halophosphonium Species: Direct Observation of Stereochemical Inversion in the Course of an SN2 Process
Kirill Nikitin, Elizabeth V. Jennings, Declan G. Gilheany, Yannick Ortin, Sulaiman Al Sulaimi
Unlike an unruly brolly or the striking lily of the Nile, the celebrated umbrella-like SN2 inversion has not been directly observed until now. In their Communication (DOI: 10.1002/anie.201708649), K. Nikitin, D. G. Gilheany, et al. demonstrate direct observation of inversion in a low-temperature NMR-EXSY experiment using an inseparable mixture of isomers. Fast nucleophilic attack of a halide ion on a phosphonium center has all the characteristics of an associative process and leads to inversion of the P configuration.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201800026

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