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The changes in the nuclear configurations of reactants associated with the donation and acceptance of electrons were discussed previously by the present authors. See K. Fukui and H. Fujimoto, Bull. Chem. Soc. Jpn., 42, 3399 (1969). Equation 2indicates that donor MO loses electrons more rapidly than acceptor MO receives. Since the weakening of bonds between reaction sites and adjacent atoms in either reactant upon acceptance of electrons into unoccupied MO's and/or donation of electrons from occupied MO's gets smaller as the conjugation chain becomes longer, the larger conjugated system would preferably play the donor part in order to bring about harmonious displacements of nuclei in both of the reactants along a reaction path. (10) This conclusion is derived by the application of the Hellmann-Feynman theorem to chemically interacting systems (H. Hellmann, "Einführung in

Methyl ethyl ether is formed by treating trimethyloxonium hexachloroantimonate with the strongly hindered base, 2,2,6,6-tetramethylpiperidyl-lithium; this reaction is attributed to the formation of an oxygen ylide followed by a Stevens-type rearrangement or intermolecular methylation.

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