Regioselective O-alkylations and acylations of polyphenolic substrates using a calix[4]pyrrole derivative |
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| Authors: | Grazia Cafeo Luca Valenti |
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| Affiliation: | Dipartimento di Chimica Organica e Biologica, Università di Messina, Salita Sperone 31, 98166 Messina, Italy |
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| Abstract: | The 10α,20α-bis(4-nitrophenyl)-calix[4]pyrrole 2 can act as a topologically selective protecting group in the O-alkylation and acylation of polyphenolic polycyclic aromatic compounds thanks to the regioselective formation of phenolate-type complexes. Remarkably, the host-guest interaction with the anionic reagents is sufficiently strong and kinetically slow to produce a high degree of selectivity. |
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| Keywords: | Calixpyrroles Anions Supramolecular chemistry Reactivity control Aromatic compounds |
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