Phenoxathiin-based thiacalix[4]arene was subjected to exhaustive oxidation. Depending on the reaction conditions, the macrocyclic systems bearing four sulfonyl groups or three sulfonyl and one sulfoxide group are available in high yields.
The formation of a novel type of macrocyclic skeleton possessing meta- and para-bridging units can be achieved by SNAr cleavage of an easily accessible phenoxathiin-based thiacalix[4]arene.
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