The 1,3-distal cone-calix[4]arene dialdehyde 1 undergoes Cannizzaro disproportionation in the presence of strong base, but its 1,2-vicinal regioisomer 3 and the analogous monoaldehyde 2 are unreactive under the same conditions. The high intramolecular reactivity of the 1,3-distal regioisomer 1 is measured and discussed in terms of Effective Molarity (EM).
Highly efficient intramolecular Cannizzaro reaction between 1,3-distal formyl groups at the upper rim of a cone-calix[4]arene / Marzia, Galli; José Augusto, Berrocal; Stefano Di, Stefano; Roberta, Cacciapaglia; Luigi, Mandolini; Baldini, Laura; Casnati, Alessandro; Ugozzoli, Franco. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - 10:(2012), pp. 5109-5112. [10.1039/c2ob25458a]
Highly efficient intramolecular Cannizzaro reaction between 1,3-distal formyl groups at the upper rim of a cone-calix[4]arene
BALDINI, Laura;CASNATI, Alessandro;UGOZZOLI, Franco
2012-01-01
Abstract
The 1,3-distal cone-calix[4]arene dialdehyde 1 undergoes Cannizzaro disproportionation in the presence of strong base, but its 1,2-vicinal regioisomer 3 and the analogous monoaldehyde 2 are unreactive under the same conditions. The high intramolecular reactivity of the 1,3-distal regioisomer 1 is measured and discussed in terms of Effective Molarity (EM).| File | Dimensione | Formato | |
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