The Devil’s Cocktail: A Tale of Glass, Flint, and Royal Curiosity
Picture this: It’s the 1740s, and the Royal Society – that illustrious club of powdered wigs and curious minds – is all abuzz about a devilish little contraption from Bologna,…
Interactions between Paracetamol and Formaldehyde: Theoretical Investigation and Topological Analysis (Abstract and References)
In this work, noncovalent interactions including hydrogen bonds, C···C, N···O, and van der Waals forces between paracetamol and formaldehyde were investigated using the second-order perturbation theory MP2 in conjunction with…
In supramolecular assembly
Ï systems are important building blocks in supramolecular assembly because of their versatile noncovalent interactions with various functional groups. A notable example of applying ÏâÏ interactions in supramolecular assembly is the synthesis…
Addition in pharmacological active compounds
Several variants of pi coordinated phenyls have even been tested using transition metals for stacking η6-phenyltropanes, using cyclopentadienyl and tricarbonyl in place of a benzene. Which in the case of the…
Pi stacking is prevalent in protein crystal structures and also contributes to the interactions between small molecules and proteins
As a result, piâpi and cationâpi interactions are important factors in rational drug design. One example is the FDA-approved acetylcholinesterase (AChE) inhibitor tacrine which is used in the treatment of Alzheimer’s disease. Tacrine is proposed…
A powerful demonstration of stacking is found in the buckycatcher
This molecular tweezer is based on two concave buckybowls with a perfect fit for one convex fullerene molecule. Complexation takes place simply by evaporating a toluene solution containing both compounds. In solution an association constant of 8600 Mâ1 is…
Requirement of aromaticity
The conventional understanding of pi stacking involves quadrupole interactions between delocalized electrons in p-orbitals. In other words, aromaticity should be required for this interaction to occur. However, several groups have…
Direct interaction model (substituent effects)
The HunterâSanders model has been criticized by numerous research groups offering contradictory experimental and computational evidence of pi stacking interactions that are not governed primarily by electrostatic effects. The clearest…
Electrostatic model (substituent effects)
An early model for the role of substituents in pi stacking interactions was proposed by Hunter and Sanders. They used a simple mathematical model based on sigma and pi atomic…
Substituent effects
The ability to fine-tune pi stacking interactions would be useful in numerous synthetic efforts. One example would be to increase the binding affinity of a small-molecule inhibitor to an enzyme…
Geometric configurations
The preferred geometries of the benzene dimer have been modeled at a high level of theory with MP2-R12/A computations and very large counterpoise-corrected aug-cc-PVTZ basis sets. The two most stable…
Evidence against pi stacking
The benzene dimer is the prototypical system for the study of pi stacking, and is experimentally bound by 8â12 kJ/mol (2â3 kcal/mol) in the gas phase with a separation of 4.96 Ă …
