Supramolecular Analytical Chemistry

Our supramolecular analytical chemistry research focuses on the design and synthesis of sensitive and selective anion binding receptors and accurate binding constant measurements. Initial research was first started in our group in 2012 and was mainly based on indolocarbazole based receptors and acetate anion as a target analyte. From 2013 we started to include more urea and carbazole fragments and increase the diversity of structures both from receptors and anions.

One of our main advancements in this field has been the development of two highly accurate binding affinity measurement methods: UV-Vis spectrophotometric binding affinity measurement method and NMR spectrometric binding affinity measurement method. Instead of measuring binding constant directly, differences between binding affinities between two or more receptors towards target analyte are measured. Such technique enables overcoming some of the systematic effects associated with absolute binding constant measurements and obtaining binding constant values with much higher accuracy.

Currently, we focus mostly on carboxylate anion binding and especially on differentiating between different carboxylate anions. Starting from small formate to larger non-steroidal anti-inflammatory drugs (NSAID) such as ibuprofen and naproxen. We incorporate both acyclic and macrocyclic approaches to our receptor design by using combinations of carbazole and urea moieties in receptor framework.

List of publications

Chem. Eur. J. 2015, 21, 5145 – 5160. Towards the Discrimination of Carboxylates by Hydrogen-Bond Donor Anion Receptors

J. Org. Chem. 2014, 79, 2501−2513. NMR Method for Simultaneous Host−Guest Binding Constant Measurement

J. Org. Chem. 2013, 78, 7796−7808. Accurate Method To Quantify Binding in Supramolecular Chemistry

Chem. Comm. 2012, 48, 10490-10492. Unusual para-substituent effects on the intramolecular hydrogen-bond in hydrazone-based switches