o-(DIETHYLAMINOMETHYL)PHENYL.

Article abstract of DOI:10.1246/bcsj.57.3117

The coordinated form of left bracket o-diethylaminomethyl)phenyl right bracket halodimethyl(or diphenyl)stannanes was found to exhibit dynamic behaviors in their **1H NMR spectra. Examination of a series of halgen compounds by total line shape analysis of the diastereoptic methylene proton signals revealed that, at 10 degree C, the rates of dissociaton were 11. 7, 22. 9, 28. 6, and 73. 3 s** minus **1 for fluoro, chloro, bromo, and iodo compounds, respectively: The results are in conformity with the expectation from the electronegativity of halogens. The relatively small differences in the activation parameters in the whole series may include contribution by solvation energies. The diphenyl compound exhibited fast exchange rates relative to the corresponding dimethyl compound. This was attributed to the steric factor rather than the p pi -d pi interaction.