Functionalized Adenine-based Receptors for Monocarboxylic Acids’ Recognition

Title:Functionalized Adenine-based Receptors for Monocarboxylic Acids’ Recognition

Volume: 28 Issue: 16

Author(s): Tanushree Sen*, Suman Adhikari, Nabajyoti Baildya and Kumaresh Ghosh*

Affiliation:

• Department of Chemistry, Jagannath Kishore College, Purulia, West Bengal-723101, India

• Department of Chemistry, University of Kalyani, Kalyani-741235, West Bengal, India

Abstract: Three receptors 1-3, built on adenine, have been synthesized, structurally characterized, and successfully employed for the recognition of monocarboxylic acids. The adenine- based receptors 1-3 have been found to bind monocarboxylic acids via the Hoogsteen (HG) binding site or the Watson-Crick (WC) binding site and form 1:1 complexes in CHCl3. Detailed binding of the receptors 1-3, in the presence of the monocarboxylic acids, corroborates that there is a distinct propensity of the HG site for aromatic carboxylic acids, for example, (S)-mandelic acid and benzoic acid. Aliphatic acids, for example, propanoic acid and rac-lactic acid, on the other hand, prefer to bind at the WC site. The monocarboxylic acid bindings to 1-3 were examined by UV–Vis, fluorescence, and 1H NMR spectroscopic methods, and DFT study.

Cite this article as:

Sen Tanushree*, Adhikari Suman, Baildya Nabajyoti and Ghosh Kumaresh*, Functionalized Adenine-based Receptors for Monocarboxylic Acids’ Recognition, Current Organic Chemistry 2024; 28 (16) . https://dx.doi.org/10.2174/0113852728303168240424052507