Aromatic reactivity : LVIII. Base-cleavage of bonds between trimethylsilyl groups and polynuclear aromatic rings |
| |
Authors: | Bjarne Bøe Colin Eaborn David R.M. Walton |
| |
Affiliation: | School of Molecular Sciences, University of Sussex, Brighton BN1 9QJ Great Britain |
| |
Abstract: | The relative rates of cleavage of aryl-SiMe3 compounds in a mixture of 1.0 M potassium hydroxide (1 vol) and DMSO (6 vol) at 70° have been found to be as follows: (aryl = ) Ph, 1.0; 1-naphthyl, 12.5; 2-naphthyl, 4.7; 9-phenanthryl, 51; 1-pyrenyl, 71. The order of reactivity is the same as that observed for hydrogen-exchange of the corresponding hydrocarbons in cyclohexylamine containing lithium cyclohexylamide, and it seems that the stability of the aryl carbanion is the dominant influence in both cases. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|