Modulating “Jousting”
C–F---H–C
Interactions with a Bit of Hydrogen Bonding
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Abstract
We have synthesized a series of molecules
wherein very close C–F---H-C
σ-bond interactions, which we have termed “jousting”,
can be perturbed through both <i>red-</i> and <i>blue</i>-shifted hydrogen bonding effects. These interactions were induced
by the placement of various functional groups geminal to the H–C
bond. “Jousting” interactions appear to be an admixture
of F---H hydrogen bonding and C–H bond compression. The associated
electronic effects from changes in the functional group at the X-position
were also studied