Aromatic Rings in Chemical and Biological Recognition: Energetics and Structures
Top Cited Papers
- 28 April 2011
- journal article
- review article
- Published by Wiley in Angewandte Chemie
- Vol. 50 (21), 4808-4842
- https://doi.org/10.1002/anie.201007560
Abstract
This review describes a multidimensional treatment of molecular recognition phenomena involving aromatic rings in chemical and biological systems. It summarizes new results reported since the appearance of an earlier review in 2003 in host–guest chemistry, biological affinity assays and biostructural analysis, data base mining in the Cambridge Structural Database (CSD) and the Protein Data Bank (PDB), and advanced computational studies. Topics addressed are arene–arene, perfluoroarene–arene, S⋅⋅⋅aromatic, cation–π, and anion–π interactions, as well as hydrogen bonding to π systems. The generated knowledge benefits, in particular, structure‐based hit‐to‐lead development and lead optimization both in the pharmaceutical and in the crop protection industry. It equally facilitates the development of new advanced materials and supramolecular systems, and should inspire further utilization of interactions with aromatic rings to control the stereochemical outcome of synthetic transformations.Keywords
This publication has 100 references indexed in Scilit:
- Mechanically Stretching Folded Nano‐π‐b;‐stacks Reveals Pico‐Newton Attractive ForcesAdvanced Materials, 2009
- Benzene Ring Trimer Interactions Modulate Supramolecular StructuresAngewandte Chemie, 2007
- Precedent and Theory Unite in the Hypothesis of a Highly Selective Fluoride ReceptorAngewandte Chemie, 2006
- The Importance of Inter‐ and Intramolecular van der Waals Interactions in Organic Reactions: the Dimerization of Anthracene RevisitedAngewandte Chemie, 2006
- Noncovalent π⋅⋅⋅π‐Stacked Exo‐Functional Nanotubes: Subtle Control of Resorcinarene Self‐AssemblyAngewandte Chemie-International Edition, 2004
- Noncovalent π⋅⋅⋅π‐Stacked Exo‐Functional Nanotubes: Subtle Control of Resorcinarene Self‐AssemblyAngewandte Chemie, 2004
- Complexation of Carbon Nanorings with Fullerenes: Supramolecular Dynamics and Structural Tuning for a Fullerene SensorAngewandte Chemie, 2003
- Encapsulation Induces Helical Folding of AlkanesAngewandte Chemie, 2003
- Quinox, a Quinoline‐Type N‐Oxide, as Organocatalyst in the Asymmetric Allylation of Aromatic Aldehydes with Allyltrichlorosilanes: The Role of Arene–Arene InteractionsAngewandte Chemie, 2003
- Evidence for a strong sulfur-aromatic interaction derived from crystallographic dataPeptide Science, 2000