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Scientific article
English

β-Cyclodextrin-Mediated Regioselective Hydrolysis of 5,10,15,20-tetrakis[2,4-bis(pivaloyloxy)phenyl]-21H,23H -porphine

Published inHelvetica chimica acta, vol. 77, no. 4, p. 1087-1095
Publication date1994
Abstract

The four peripheral ester moieties of the title compound 5 are regioselectively hydrolyzed under mild conditions in the presence of ß-cyclodextrin (10), providing a new entry to tetraphenylporphyrin derivatives with differently substituted Ph groups in the meso-positions. UV, 1H-NMR and mass spectroscopy of the inclusion complex 9 of 2,6-O-dimethyl-ß-cyclodextrin (12) and 5 indicate a stoichiometry of 2:1 for 10/5. Moreover, calculations confirm NOE experiments consistent with the fact that the cyclodextrins 10 and 12 approach the Ph groups of the porphyrin with the small opening of the cavity (primary face).

Affiliation Not a UNIGE publication
Citation (ISO format)
MATILE, Stefan et al. β-Cyclodextrin-Mediated Regioselective Hydrolysis of 5,10,15,20-tetrakis[2,4-bis(pivaloyloxy)phenyl]-21H,23H -porphine. In: Helvetica chimica acta, 1994, vol. 77, n° 4, p. 1087–1095. doi: 10.1002/hlca.19940770422
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ISSN of the journal0018-019X
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