Treatment of lithium phenoxide with silylethyne in the presence of GaCl3 gives o-(β-silylethenyl)phenol in a high yield. The reaction involves carbogallation of phenoxygallium with silylethyne. The reaction of 2,6-disubstituted phenol with one of the substituents being t-butyl group gives ipso-substitution product. Organometallic compounds of gallium and tin, elements which sit diagonally in the periodic table, behave similarly in the carbometallation reaction.
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Inorganic Chemistry
- Materials Chemistry