Computational studies on CH/? interactions

Enhanced stability of cis Pro‐Pro peptide bond in Pro‐Pro‐Phe sequence motif

“…The experimentally observed entropic and the enthalpic components for the cis form of PPF, after subtracting appropriate energy and entropy components of PPA, are consistent with this model. The cis form of PPF is indeed associated with an additional unfavorable entropic component (0.53 kcal/mol) and is favored by an enthalpic component (−1.07 kcal/mol), compatible with the reported CH⋯π hydrogen bond energy of −0.88 kcal/mol [20].…”

A theoretical study of methylation and CH/π interactions in DNA intercalation: methylated 1,10-phenanthroline in adenine–thymine base pairs

“…Despite being among the weakest interactions in the family of hydrogen bonds and in a grey area considered by some authors to be between the hydrogen bond and the London van der Waals interaction, 1 the CH/p interaction 2,3 has been shown to be important in several chemical and biochemical processes. For the last three decades, several experimental 3 and theoretical studies, [4][5][6][7][8][9][10] which support the existence of such an attractive molecular force, have been reported. Being a "donor-acceptor" interaction between a so acid (CH) and a so base (psystem), 2,11 it can be considered a hydrogen bond, as demonstrated by experiments on the electronic effect of a substituent on stereoselectivity, [12][13][14][15] conformational equilibrium, 16 crystal packing, 17 enantioselectivity, 18,19 and coordination chemistry.…”

Synthesis of Azacalixarenes and Development of Their Properties

“…In fact, how Theoretical calculations indicate that the origin of this interaction is the dispersion force [84][85][86][87]. Although the CH•••π interaction is a weak interaction, (4-14 kJ mol −1 ) [88][89][90][91][92][93][94], it can become non-negligible if many interactions are active at the same time [95][96][97]. Unlike interactions such as charge-charge and charge-dipole, the dispersion force is not affected by the polarity of the surrounding environment and can be observed both in solution and in solids.…”