Work

Unveiling the Decarboxylation of a Malonic Acid‐Containing Macrocycle at Acidic pH: Implications and Applications of an Overlooked Phenomenon

Year: 2025

Type: article

Abstract: 1,10-Diaza-18-crown-6-1,10-bis(malonic acid) (oddm or macromal) is a promising chelator for large hard metal cations due to its unique structure, which combines the complexing properties of aza-crown Kryptofix 22 with those of malonic acid. This study uncovers the previously overlooked decarboxylation of macromal under mildly to strongly acidic pH conditions at room temperature. As a result, the acidity constants of macromal are carefully re-evaluated, providing precise data for its accurate and informed handling in aqueous media. The implications of these findings for metal complexation and new possible applications of macromal are also presented.

Source: ChemPlusChem

DOI: 10.1002/cplu.202500213

Authors: Sara Franchi, Marianna Tosato, Valerio Di Marco

Institutions: University of Padua, Azienda Sanitaria Unità Locale di Reggio Emilia

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,030

OpenAlex ID: W4410626893

FWCI: 0.298

Cites: 20

Cited by: 1

Related to: 10