Hydrogen bond design principles

Hydrogen bonding principles are at the core of supramolecular design. This overview features a discussion relating molecular structure to hydrogen bond strengths, highlighting the following electronic effects on hydrogen bonding: electronegativity, steric effects, electrostatic effects, π-conjugatio...

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Published inWiley interdisciplinary reviews. Computational molecular science Vol. 10; no. 6
Main Authors Karas, Lucas J, Wu, Chia-Hua, Das, Ranjita, Wu, Judy I-Chia
Format Journal Article
LanguageEnglish
Published United States 01.11.2020
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Abstract Hydrogen bonding principles are at the core of supramolecular design. This overview features a discussion relating molecular structure to hydrogen bond strengths, highlighting the following electronic effects on hydrogen bonding: electronegativity, steric effects, electrostatic effects, π-conjugation, and network cooperativity. Historical developments, along with experimental and computational efforts, leading up to the birth of the hydrogen bond concept, the discovery of nonclassical hydrogen bonds (C-H…O, O-H…π, dihydrogen bonding), and the proposal of hydrogen bond design principles (e.g., secondary electrostatic interactions, resonance-assisted hydrogen bonding, and aromaticity effects) are outlined. Applications of hydrogen bond design principles are presented.
AbstractList Hydrogen bonding principles are at the core of supramolecular design. This overview features a discussion relating molecular structure to hydrogen bond strengths, highlighting the following electronic effects on hydrogen bonding: electronegativity, steric effects, electrostatic effects, π-conjugation, and network cooperativity. Historical developments, along with experimental and computational efforts, leading up to the birth of the hydrogen bond concept, the discovery of nonclassical hydrogen bonds (C-H…O, O-H…π, dihydrogen bonding), and the proposal of hydrogen bond design principles (e.g., secondary electrostatic interactions, resonance-assisted hydrogen bonding, and aromaticity effects) are outlined. Applications of hydrogen bond design principles are presented.
Author Das, Ranjita
Wu, Chia-Hua
Karas, Lucas J
Wu, Judy I-Chia
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  givenname: Judy I-Chia
  orcidid: 0000-0003-0590-5290
  surname: Wu
  fullname: Wu, Judy I-Chia
  organization: Department of Chemistry, University of Houston, Houston, TX
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Keywords hydrogen bonding
resonance-assisted hydrogen bonding
secondary electrostatic interactions
aromaticity
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