1H nuclear magnetic resonance study of para-substituted derivatives of triphenylphosphine
- 1 January 1974
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 11,p. 1338-1342
- https://doi.org/10.1039/p29740001338
Abstract
A 1H n.m.r. investigation into para-substituted triarylphosphine derivatives is reported. For compounds showing a small chemical shift difference between ortho- and meta-protons, spectral analysis proved difficult owing to the relatively small number of observable transitions; in the cases of the tri-para-deuterio-derivative and the corresponding phosphonium salt, only approximate values of chemical shifts are reported. The electronic behaviour of the groups P, (O), and + interacting with a phenyl ring, derived from chemical shift measurements is interpreted in terms both of substituent additivity constants and of Hammett substituent parameters. Long-range 31P–1H coupling constants are discussed in terms of hybridization at the phosphorus atom, d-orbital participation in (p–d)π conjugation, and molecular geometry by comparing the experimental results with semiempirically calculated values.Keywords
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