| Reaction of phenols with carbon-carbon/ carbon-oxygen multiple bonds catalyzed by cationic lanthanide complexes was studied in this thesis, which is composed of two parts as follows:1. The reaction of naphthols with α,β-unsaturated cyclic enones catalyzed by cationic lanthanide complexes [Ln（CH3CN）9]3+[（AlCl4）3]3-·CH3CN was studied, which affords a series of macrocyclic hemiketals in moderate to high yields. The catalytic ability of cationic [Yb（CH3CN）9]3+[（AlCl4）3]3-·CH3CN is much higher than that of YbCl3 or AlCl3 alone. A mechanism involving a tandem hemiketalization/Friedel-Crafts reaction was proposed and the evidence of that was provided by in situ IR.2. A synthetic method towards benzopyrans via cationic lanthanide complexes[Ln（CH3CN）9]3+[（AlCl4）3]3-·CH3CN catalyzed reaction of phenols with phenylacetylenes was developed. Both the cation and anion have great influence on the activity. A possible mechanism involving a tandem Friedel-Crafts/hydroalkoxylation reaction was proposed. |
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