Apicophilicity of the benzoyl group in five-co-ordinate phosphoranes
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 13,p. 1220-1222
- https://doi.org/10.1039/p19750001220
Abstract
Evidence is presented from the variable-temperature 1H n.m.r. spectrum of 5-benzoyl-2,2,3,3,7,7,8,8-octamethyl-1,4,6,9-tetraoxa-5-phosphaspiro[4.4]nonane (9) that the apicophilicity of the benzoyl group is comparable to those of the phenoxy- and phenylthio-groups. Benzoyldifluorodimethylphosphorane is prepared from benzoyl-dimethylphosphine and xenon difluoride. Its low temperature 19F and 1H n.m.r. spectra give some evidence for restricted rotation round the equatorial P-benzoyl bond.Keywords
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