|
|||||
|
|
Modulating Weak Interactions for Molecular Recognition: A Dynamic Combinatorial Analysis for Assessing the Contribution of Electrostatics to the Stability of CH–π Bonds in Water |
|
| Authors: | Ester Jiménez‐Moreno Dr. Ana M. Gómez Dr. Agatha Bastida Dr. Francisco Corzana Dr. Gonzalo Jiménez‐Oses Dr. Jesús Jiménez‐Barbero Dr. Juan Luis Asensio |
| Affiliation: | 1. Departamento de Química Bio‐orgánica, Instituto de Química Orgánica General (IQOG‐CSIC), Juan de la Cierva 3, E‐28006 Madrid (Spain);2. Departamento de Química, Universidad de la Rioja (Spain);3. Department of Chemistry and Biochemistry, University of California, Los Angeles (USA);4. Centro de Investigaciones Biológicas (CSIC), Madrid (Spain), CIC‐bioGUNE, Derio‐Bizkaia (Spain), and Ikerbasque, Bilbao (Spain) |
| Abstract: | Electrostatic and charge‐transfer contributions to CH–π complexes can be modulated by attaching electron‐withdrawing substituents to the carbon atom. While clearly stabilizing in the gas phase, the outcome of this chemical modification in water is more difficult to predict. Herein we provide a definitive and quantitative answer to this question employing a simple strategy based on dynamic combinatorial chemistry. |
| Keywords: | CH– π interactions drug design dynamic combinatorial chemistry molecular recognition |