Mesomeric mixing in the π energy levels of amino-benzenes studied by photoelectron spectroscopy

✍ Scribed by D.G. Streets; W. Elane Hall; Gerald P. Ceasar

• Publisher: Elsevier Science
• Year: 1972
• Tongue: English
• Weight: 393 KB
• Volume: 17
• Category: Article
• ISSN: 0009-2614
• DOI: 10.1016/0009-2614(72)80334-8

✦ Synopsis

The photoelectron spectra of a number of amino-benzenes have been obtained and the observed energy levels compxed with predictions of CND0/2 and EHT calculations. Strong mcsomeric mixing of the nitrogen "lone-pair" electrons and benzene n eIectrons is observed and discussed in terms of Mulliken electron and overlap populations

During the course of a study of substituent effects on the n energies of benzene by means of photoelectron spectroscopy, it becvne important to consider tile question of functional groups having strong mesomeric effects. In this paper, the spectra of aniline, the phenylenediamines and phenylhydrazine are reported and discussed in terms of semi-empirical MO calculations.

The amine group is an excellent probe, having one formally "lone-pair" energy level close to the in levels of benzene. The He I spectra were obtained, without heating, on a Vacuum Generators ESCA 2 photoelectron spectrometer operating at an optimum resolution of 25 meV. The spectra are shown in fig. 1