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An improved synthesis of 'octa-acid' deep-cavity cavitand
Simin Liu1, Sarah E Whisenhunt-Ioup, Corinne L D Gibb
1Department of Chemistry, University of New Orleans New Orleans, LA 70148, USA.
Abstract:
An improved synthesis of a water-soluble deep-cavity cavitand (octa-acid, 1) is presented. Previously (Gibb, C. L. D. & Gibb, B. C., J. Am. Chem. Soc., 2004, 126, 11408-11409) we documented access to host 1 in eight (non-linear) steps starting from resorcinol; a synthesis that required four steps involving chromatographic purification. Here we reveal a modified synthesis of host 1. Consisting of seven (non-linear) steps, this new synthesis involves only one chromatographic step, and avoids a minor impurity observed in the original approach. This improved synthesis will therefore be useful for the laboratories that are investigating the properties of these types of host.
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