Beilstein J. Org. Chem.2018,14, 1482–1490, doi:10.3762/bjoc.14.125
stabilizing contribution from dispersion forces that in many systems turns the ‘steric repulsion’ into a ‘steric attraction’. In addition to London dispersion, such systems benefit from electrostatic stabilization, which arises from a short-range effect of chargepenetration and gets bigger with increasing
dimers of sp2-rich (e.g., π-conjugated) cores is well appreciated, less polarizable assemblies of sp3-rich systems with multiple short-range CH···HC contacts between the bulky cyclohexyl and adamantyl moieties are also significantly influenced by electrostatics. Chargepenetration is drastically larger
recognized in aliphatic systems compared to London dispersion, and are therefore likely to have implications for the development of force fields and methods for crystal structure prediction.
Keywords: chargepenetration; dispersion; hydrocarbon; non-covalent interactions; steric attraction; Introduction
In
PDF
Graphical Abstract
Figure 1:
(A) Dispersion is insufficient to bend the heptacene σ-dimer, but becomes sizable enough in nonacen...