p-benzoquinone-benzene clusters as potential nanomechanical devices: a theoretical study.
TLDR
The changes in the geometrical preference of PBQ-Bz complex upon addition of electrons would be useful in designing optimized molecular mechanical devices based on the edge-to-face and face- to-face aromatic interactions.Abstract:
The equilibrium structures and binding energies of the benzene complexes of p-benzoquinones (PBQ) and its negatively charged anionic species (PBQ− and PBQ2−) have been investigated theoretically using second-order Moller-Plesset calculations. While neutral p-benzoquinone-benzene clusters (PBQ-Bz) prefer to have a parallel displaced geometry (P-c), CH⋯π interactions (T-shaped geometries) prevail in the di-anionic PBQ-benzene (PBQ2−-Bz) complexes (T-e2−). Studies on dianionic p-benzoquinone-benzene clusters showed that two nonbonded intermolecular interactions compete in the most stable conformation. One is H-bonding interaction (C–H⋯O type) between carbonyl oxygen of p-benzoquinone and one of the hydrogen atoms of benzene, and the other is a π–H interaction between π-electron cloud of PBQ2− and another hydrogen atom of benzene. Blueshifted H-bonds were observed in T-shaped clusters. The changes in the geometrical preference of PBQ-Bz complex upon addition of electrons would be useful in designing optimized...read more
Citations
More filters
Journal ArticleDOI
Aromatic rings in chemical and biological recognition: energetics and structures.
TL;DR: This review describes a multidimensional treatment of molecular recognition phenomena involving aromatic rings in chemical and biological systems that 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.
Journal ArticleDOI
The CH/π hydrogen bond in chemistry. Conformation, supramolecules, optical resolution and interactions involving carbohydrates
TL;DR: The dual characteristic of the CH/π hydrogen bond is the basis for ubiquitous existence of this force in various fields of chemistry and extends to the specificity of molecular recognition or selectivity in organic reactions, polymer science, surface phenomena and interactions involving proteins.
Journal ArticleDOI
Understanding of assembly phenomena by aromatic-aromatic interactions: benzene dimer and the substituted systems.
TL;DR: The presence of substituents on the aromatic ring, irrespective of their electron withdrawing or donating nature, leads to an increase in the binding energy, and the displaced-stacked conformations are more stabilized than the T-shaped conformers, which explains the wide prevalence of displaced stacked structures in organic crystals.
Journal ArticleDOI
CH/π hydrogen bonds in organic and organometallic chemistry
TL;DR: Nishio et al. as discussed by the authors survey recent results relevant to the CH/π hydrogen bond: crystal conformation, packing and host/guest chemistry, and summarize the results obtained by crystallographic database (CSD and PDB) analyses.
Journal ArticleDOI
Comprehensive Energy Analysis for Various Types of π-Interaction.
TL;DR: The π(+)-π(D) complexes are found to be distinctly different from the π-π complexes and the non-π organic or metallic cation-π complex, while both complexes have similar percentage contributions from electrostatic and exchange energy components.
References
More filters
Journal ArticleDOI
The calculation of small molecular interactions by the differences of separate total energies. Some procedures with reduced errors
TL;DR: In this paper, a direct difference method for the computation of molecular interactions has been based on a bivariational transcorrelated treatment, together with special methods for the balancing of other errors.
Book
Principles of Nucleic Acid Structure
TL;DR: The goal of this series is to pinpoint areas of chemistry where recent progress has outpaced what is covered in any available textbooks, and then seek out and persuade experts in these fields to produce relatively concise but instructive introductions to their fields.
Journal ArticleDOI
Interactions with Aromatic Rings in Chemical and Biological Recognition
TL;DR: This review focuses mainly on examples with biological relevance since one of its aims it to enhance the knowledge of molecular recognition forces that is essential for drug development.
Journal ArticleDOI
Estimates of the Ab Initio Limit for π−π Interactions: The Benzene Dimer
TL;DR: In this article, the binding energies of the benzene dimer were investigated at the second-order Moller−Plesset perturbation theory (MP2) level, and it was shown that more modest basis sets such as aug-cc-pVDZ are sufficient for geometry optimizations of intermolecular parameters.
Journal ArticleDOI
Light-induced structural changes in photosynthetic reaction center: implications for mechanism of electron-proton transfer.
Michael H. B. Stowell,Timothy M. McPhillips,Timothy M. McPhillips,Timothy M. McPhillips,Douglas C. Rees,Douglas C. Rees,Douglas C. Rees,S.M. Soltis,S.M. Soltis,S.M. Soltis,E. Abresch,E. Abresch,E. Abresch,G. Feher,G. Feher,G. Feher +15 more
TL;DR: High resolution x-ray diffraction data from crystals of the Rhodobacter sphaeroides photosynthetic reaction center have been collected at cryogenic temperature in the dark and under illumination, and the structures were refined at 2.2 and 2.6 angstrom resolution to explain the observed kinetics of electron transfer.