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Aromatic Rings in Chemical and Biological Recognition: Energetics and Structures
Author(s) -
Salonen Laura M.,
Ellermann Manuel,
Diederich François
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201007560
Subject(s) - supramolecular chemistry , protein data bank , aromaticity , chemistry , calixarene , molecular recognition , hydrogen bond , protein data bank (rcsb pdb) , computer science , molecule , combinatorial chemistry , nanotechnology , protein structure , materials science , stereochemistry , organic chemistry , biochemistry
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.