Abstract
Substituent effects on CH stretching frequencies are explored by computing isolated CH frequencies of several two- and three-heavy-atom systems containing CH bonds. Effects of polarization functions (6-31G* basis set) and electron correlation (second-order Mo/ller–Plesset perturbation theory MP2) are investigated in all cases. The effects of d functions are mostly small, though significant contributions are seen in some cases. Electron correlation effects are extremely important in describing the CH frequency shifts resulting from substitution of electronegative groups. Frequency shifts calculated at the MP2/6-31G* level are in very good agreement with the corresponding experimental values. Frequency splittings resulting from chemical interaction of equivalent CH bonds and the associated deuterium substitution effects are computed in some cases. Good agreement is obtained in cases where experimental results are available.

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