Hydrogen bond (H-bond) effects are known: it makes sea water iquid, joins cellulose microfibrils in trees, shapes DNA nto genes and polypeptide chains into wool, hair, muscles or enzymes. Its true nature is less known and we may still wonder why O-H...O bond energies range from less than 1 to more than 30 kcal/mol without apparent reason. This H-bond puzzle is re-examined here from its very beginning and presented as an inclusive compilation of experimental H-bond energies and geometries.
New concepts emerge from this analysis: new classes of systematically strong H-bonds (CAHBs and RAHBs: charge- and resonance-assisted H-bonds); full H-bond classification in six classes (the six chemical leitmotifs); and assessment of the covalent nature of strong H-bonds. This leads to three distinct but inter-consistent models able to rationalize the H-bond and predict its strength, based on classical VB theory, matching of donor-acceptor acid-base parameters (PA or pKa), or shape of the H-bond proton-transfer pathway.
Applications survey a number of systems where strong H-bonds play an important functional role, namely drug-receptor binding, enzymatic catalysis, ion-transport through cell membranes, crystal design and molecular mechanisms of functional materials.
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Full Professor of Physical Chemistry and Director of the Centre for Structural Diffractometry
University of Ferrara, Italy
Dr Paola Gilli
Researcher of Physical Chemistry
University of Ferrara, Italy
"This book should be required reading for biochemists as well as for anyone who designs or interprets empirical models that need to reproduce systems where H-bonding is important. A valuable contribution to our understanding of H-bonds. The Gillis should be commended for the considerable time and effort they must have spent on this endeavor."--Journal of the American Chemical Society
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