Cavitand-based supramolecular sensors for the detection of acetates

✍ Scribed by Michele Suman; Nadia Bouzouane; Elena Barbieri; Franco Ugozzoli; Enrico Dalcanale

• Book ID: 104439838
• Publisher: Elsevier Science
• Year: 2002
• Tongue: English
• Weight: 536 KB
• Volume: 2
• Category: Article
• ISSN: 1472-7862
• DOI: 10.1016/s1472-7862(02)00085-0

✦ Synopsis

A series of eight new cavitand receptors were prepared in an effort to obtain selective mass sensors for the detection of acetates. The desired synergy between the cavity inclusion and H-bonding was obtained introducing a carboxylic residue on one of the bridging groups, which delimitate the cavity at the upper rim. The orientation of the COOH group inward or outward (cavitands 3-in and 4-out) determines a different ability to detect acetates according to their chain length. Acetate versus ester discrimination has been obtained by extending the cavity rim using a 4-chloro-phenoxy substituent in the inward position (cavitand 8out).