Dynamic Cross-Exchange in Halophosphonium Species: First Direct Observation of Stereochemical Inversion in the Course of an SN2 Process.
- Kirill Nikitin,
- Elizabeth V Jennings,
- Sulaiman Al Sulaimi,
- Yannick Ortin,
- Declan G Gilheany
Angew Chem Int Ed Engl 2017 Nov 17. Epub 2017 Nov 17.
UCD, chemistry, Belifield, Dublin, IRELAND.
The complex fluxional interconversions between, otherwise very similar, phosphonium bromides and chlorides R3PX+X- (R = Alk, Ar, X = Cl or Br) was studied by NMR techniques. Their energy barriers are typically ca. 11 kcal/mol but rise rapidly as bulky groups are attached to phosphorus, revealing the importance of steric factors. Read More