Abstract
The criterion of maximum total overlap, modified to permit inclusion of ionic structures, has been employed to determine the hybridized bonding orbitals for ethyleneimine, ethylene oxide, ethylene sulfide, and cyclopropane. 13C-H coupling parameters obtained from the NMR spectra of these compounds, which are linear functions of s-character in the appropriate carbon orbitals, served as experimental criteria for adjusting ionic content. The results appear reasonable as judged by calculated HCH angles and the order of heteroatom electronegativities.
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