COMPLEXES of manganese(II) with bipyridine (bpy) have the potential to
act as catalysts for oxidation of alkanes and alkenes when the comple
x is oxidized in acidic conditions(1-6). But their catalytic activity
in solution is limited by their catalase activity(7)-their tendency to
decompose H2O2. Because of their polynuclear nature such complexes ca
nnot induce epoxidation of alkenes, and other epoxidation catalysts su
ffer from self-oxidation and side reactions(8-11). Moreover, all of th
ese homogeneous catalytic processes require phase-transfer conditions.
Here we report that, when encapsulated in the supercages of zeolites
X and Y, cis-[Mn(bpy)(2)](2+) complexes can catalyse selective epoxida
tion of alkenes without complications from competing processes such as
self-oxidation or catalase activity. Epoxidation of cycloalkenes is f
ollowed by acid-catalysed ring-opening, carbon-carbon bond cleavage an
d formation of alkenedioic acids (Fig. 1). All of the various intermed
iates in the process can be obtained selectively by controlling the re
action conditions and zeolite acidity. Thus this supramolecular system
provides a clean, one-step heterogeneous catalytic route to useful in
dustrial products.