INTRAMOLECULAR TWISTING EFFECTS ON ANISOLE SPECTRA
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Date
1960
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Ohio State University
Abstract
“The ${^{1}L}_{A} \leftarrow {^{1}A}$ (2100 \AA) and ${^{1}L}_{A}, {^{1}L}_{B} \leftarrow {^{1}A}$ (1800 \AA) bands of anisole and its o,$o^{1}$-alkylated derivatives are reported. It is shown that the “classical” case of the spectra of o and o,$o^{1}$ substituted N,N-dimethylanilines representing the effect of twisting of a $\pi$;-orbital into a $\sigma$-orbital is anomalous. This probably results from benzene analogue-charge transfer state interaction. The anisoles, on theoretical grounds, are suggested to represent the “normal” case of intramolecular twisting effects on $\pi \to \pi^{*}$ spectra. Low temperature absorption data are reported for both DMAs and anisoles and are interpreted in terms of the steric potential curves arising from o and $o,o^{1}$ substitution.”
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Author Institution: Whitmore Chemical Laboratory, The Pennsylvania State University