Conformations of Acetanilide and Related Compounds Studied by Ultraviolet Photoelectron Spectroscopy

Conformations of acetanilides were studied by UPS in the vapour phase. The dihedral angle, θ, between the amide group and the phenyl group was evaluated from the difference in the vertical ionization energy, ΔEiv, between the two MO’s, the anti-bonding and bonding type combinations of the benzene ri...

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Bibliographic Details
Published inBulletin of the Chemical Society of Japan Vol. 53; no. 4; pp. 901 - 903
Main Authors Nakagaki, Ryoichi, Kobayashi, Tsunetoshi, Nagakura, Saburo
Format Journal Article
LanguageEnglish
Published Tokyo The Chemical Society of Japan 01.04.1980
Chemical Society of Japan
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Summary:Conformations of acetanilides were studied by UPS in the vapour phase. The dihedral angle, θ, between the amide group and the phenyl group was evaluated from the difference in the vertical ionization energy, ΔEiv, between the two MO’s, the anti-bonding and bonding type combinations of the benzene ring e1g(S) orbital and the highest occupied π orbital of the amide group. The steric inhibition of conjugation due to N-methylation is larger than that due to ortho-methylation. For this series of compounds, ΔEiv is directly proportional to cos θ and this simple relationship is useful for the rough estimation of θ.
ISSN:0009-2673
1348-0634
DOI:10.1246/bcsj.53.901