In situ infrared spectroscopy was used to study sorption and reaction of to
luene and methanol over various basic catalysts (MgO, hydrotalcites, and ba
sic zeolites). The size of the metal cations controls the preference of sor
bing methanol or toluene; i.e., the larger the metal cation, the higher the
preference for toluene. The key requirements for a good catalyst for side-
chain alkylation are (i) sufficient base strength to dehydrogenate methanol
to formaldehyde, (ii) stabilization of sorbed toluene and polarization of
its methyl group, and (iii) balanced sorption stoichiometry of the two reac
tants. The formation of the carbon-carbon bond mechanistically resembles an
aldol condensation. (C) 1998 Academic Press.