Comment on “Rabbit-ears hybrids, VSEPR sterics, and other orbital anachronisms”. A reply to a criticism

  title={Comment on “Rabbit-ears hybrids, VSEPR sterics, and other orbital anachronisms”. A reply to a criticism},
  author={Philippe C. Hiberty and David Danovich and Sason S. Shaik},
  journal={Chemistry Education Research and Practice},
Please note that technical editing may introduce minor changes to the text and/or graphics, which may alter content. The journal’s standard Terms & Conditions and the Ethical guidelines still apply. In no event shall the Royal Society of Chemistry be held responsible for any errors or omissions in this Accepted Manuscript or any consequences arising from the use of any information it contains. Accepted Manuscript Chemistry Education Research and Practice 

Figures from this paper

Rabbit ears concepts of water lone pairs: a reply to comments of Hiberty, Danovich, and Shaik
We respond to recent comments (Hiberty et al., 2015) on our earlier article (Clauss et al., 2014) concerning “rabbit ears” depictions of lone pair orbitals in water and other species.
Anomeric effect, hyperconjugation and electrostatics: lessons from complexity in a classic stereoelectronic phenomenon.
It is shown that the complete hyperconjugative model remains superior in explaining the interplay between structure and reactivity, and the stereoelectronic component of the anomeric effect plays a unique role in guiding reaction design. Expand
The importance of hybrid atomic orbitals, in both general and organic chemistry, is reviewed. Every contemporary textbook of organic chemistry introduces the directed-valence (e.g. sp, sp, sp) model,Expand
Pleading for a Dual Molecular-Orbital/Valence-Bond Culture.
Going back and forth between these two representations, according to which one is the most relevant and insightful for the case at hand, is easy and essential to get a complete understanding of electronic structure. Expand
Valence Bond Theory—Its Birth, Struggles with Molecular Orbital Theory, Its Present State and Future Prospects
This essay describes the successive births of valence bond (VB) theory during 1916–1931, and the struggles between the main proponents, Linus Pauling and Robert Mulliken, and their supporters. Expand
Natural laws and ontological reflections: the textual and didactic implications of the presentation of Boyle's law in general chemistry
A tool to identify errors in the presentation of natural laws based on the epistemology and ontology of the Scientific Realism of Mario Bunge is developed and Boyle's law was used as an example of the applicability of the instrument. Expand
An examination of the nature of localized molecular orbitals and their value in understanding various phenomena that occur in organic chemistry
  • J. Stewart
  • Medicine, Chemistry
  • Journal of Molecular Modeling
  • 2018
How canonical and localized molecular orbitals are generated, their usefulness and limitations, and some issues that could be considered controversial regarding their nature are considered, and examples of the usefulness of LMOs are presented in describing six chemical systems and one reaction. Expand
Self-Attractive Hartree Decomposition: Partitioning Electron Density into Smooth Localized Fragments.
Self-attractive Hartree (SAH) decomposition is presented to unravel pairs of electrons directly from the electron density, which unlike molecular orbitals is a well-defined observable that can be accessed experimentally. Expand


Rabbit-Ears Hybrids, VSEPR Sterics, and Other Orbital Anachronisms.
We describe the logical flaws, experimental contradictions, and unfortunate educational repercussions of common student misconceptions regarding the shapes and properties of lone pairs, inspired byExpand
In defense of the hybrid atomic orbitals
At variance with some opinions recently published as a commentary in this Journal, we show that the arguments used against the hybrid atomic orbital model are fundamentally wrong. In fact, the hybridExpand
Are Molecular Orbitals Delocalized
In contrast to statements in a recent article in this Journal, the bonding electrons in methane can be properly described in terms of localized electrons, and photoelectron spectroscopy does notExpand
Discovering Chemistry With Natural Bond Orbitals
Preface 1 Getting Started 1.1 Talking to your electronic structure system 1.2 Helpful tools 1.3 General $NBO keylist usage 1.4 Producing orbital imagery Problems and Exercises 2 Electrons in AtomsExpand
Näherungsmethode zur Lösung des quantenmechanischen Mehrkörperproblems
ZusammenfassungDas Variationsprinzip ∫δ¯Ψ(L − E) Ψdτ=0 (L=Energieoperator) liefert, bekanntlich die Wellengleichung im Konfigurationsraum. Es wird gezeigt, daß der Ansatz Ψ=ψ1 (χ1) ψ2 (χ1)... ψN(χN)Expand
The NBO View of Chemical Bonding