NMR Analyses of-1,3-Bridged Calix[4]arene Conformations

• DOI: 10.26434/chemrxiv-2023-g4jsc-v2
• Publication Date: 2024-01-17T06:22:41Z
• Authors: Ryan P Madigan; Brandon B Fulton; Whitney E Gerro; Paula F Nino; Bryce Vilaysane; Narda R Dominguez; Austin J Carlson; Benjamin J P Jones; Carl J Lovely; Frank W Foss Jr.
• Keywords: Calixarene; Derivative (finance); Molecular Recognition

Calix[4]arenes are cyclic oligomers known for their unique molecular architecture that provides a versatile platform various applications in supramolecular chemistry. When strategically coupled with fluorescent molecules, recognition enables highly selective and sensitive chemosensors. The introduction of bridging groups at 1,3 phenolic positions within the calix[4]arene framework has potential to yield distinctive structural features enhanced functional properties. Despite opportunities, preparation requires careful characterization conformationally restricted rotomers. We used combination experimental computational techniques elucidate three-dimensional structure conformational dynamics 1,3-bridged derivative. Nuclear magnetic resonance (NMR) spectroscopy, Density Functional Theory (DFT) based optimization, Boltzmann-weighted NMR chemical shift calculations determine precise binding domain our novel derivative, including conformation, bond distance, angle details.