Ji. Tateiwa et al., CE3-EXCHANGED MONTMORILLONITE (CE3+-MONT) AS A USEFUL SUBSTRATE-SELECTIVE ACETALIZATION CATALYST(), Journal of organic chemistry, 60(13), 1995, pp. 4039-4043
The acetalization of carbonyl compounds with methanol was investigated
in the presence of a cation-exchanged montmorillonite (M(n+)-mont; M(
n+) = Ce3+, Zr4+, Fe3+, Al3+, Zn2+, Hf, and Na+). Ce3+-mont was found
to be the most effective catalyst for substrate-selective acetalizatio
n. Cyclohexanones, benzaldehydes, and acid-sensitive 2-furancarboxalde
hyde were converted nearly quantitatively to the corresponding acetals
in methanol at 25 degrees C in the presence of Ce3+-mont. The substra
tes were activated by a Lewis acidic Ce3+ cation in the interlayer spa
ce on the order of 1 kJ mol(-1) as measured by FT-IR. The turnover num
ber was estimated to be up to 2.6 x 10(3) based on the number of activ
e acid sites in Ce3+-mont.