Analysis of the proton magnetic resonance spectra of phenol and thiophenol and their methyl, silyl and germyl derivatives

The proton magnetic resonance spectra of the compounds C6H5OR and C6H5SR (R = H, CH3, SiH3, GeH3) are reported. The aromatic regions have been analyzed as AA′BB′C spin systems by a least-squares method of line shape analysis. A comparison of the values obtained for the n.m.r. parameters suggests that any involvement of the silicon or germanium d orbitals in the bond to oxygen or sulphur does not strongly influence the bonding in the aromatic ring.