Dj. Macquarrie et Se. Fairfield, THE HECK REACTION AT A SILICA SURFACE - FUNCTIONALIZATION OF SIMPLE ORGANO-MODIFIED SILICAS, Journal of materials chemistry, 7(11), 1997, pp. 2201-2204
The Heck reaction has been shown to be a useful method for the functio
nalisation of simple organically modified silica. Four organically mod
ified silicas, representing four preparative routes, were further modi
fied by Heck coupling of aryl halides and alkenes. The reaction procee
ds at temperatures of 120-150 degrees C, and functions best in the abs
ence of solvent. Triethylamine is favoured over inorganic bases, and l
eads to good conversions. The reaction is particularly effective when
the surface-bound species is the alkene coupling partner.