Abstract The applications of the stereoelectronic effect in nuclear magnetic resonance spectroscopy was summarized.The influence of the stereoelectronic effect on proton and carbon chemical shifts in NMR was analyzed,especially for some“abnormal”chemical shifts.When the chemical shift values of heteroatom’s neighboring α-and β-hydrogen or carbon atoms do not align with the expected trend caused by the electron-withdrawing inductive effect of large electronegative atoms,it is often due to the increase of the electron cloud density of those hydrogen or carbon atoms being affected by the electron-donating nX-σ* stereoelectronic effect of the heteroatoms with a lone pair of electrons.This phenomenon leads to a shift of the chemical shift values towards higher magnetic fields.
BAI Hao-Tong, XU Jia-Xi, CHEN Ning. Stereoelectronic Effects on Chemical Shifts of Proton or Carbon in Nuclear Magnetic Resonance Spectroscopy[J]. Chinese Journal of Chemical Education, 2025, 46(4): 114-118.
