Communications to the Editor 4903 matropic rearrangement of 3-indoleglycolic acid derivatives as the key step in a general scheme for the total synthesis of indole alkaloids; further investigations concerning the use of the [3,3] sigmatropic rearrangement for the regiospecific synthesis of other substituted arenes are also in progress.Acknowledgment. This research was supported in part by an M. J. Murdock Charitable Trust Grant of Research Corporation, and by the University of Washington Graduate School Research Fund.
References and Notes(1) Synthesis via Sigmatropic Rearrangements. 1.(2) For recent reviews, see (a) S.
Previously12 we used the term "spurious" to describe this component of ACP* derived strictly from kinetic complexity in contrast to those thermodynamic processes leading to maxima in ACP* (e.g., see S. Leung and E. Grunwald, J. Phys. Chem., 74, 687 (1970». In this paper we substitute the term "abnormal ACP* to cover the combination of contributions from thermodynamic and kinetic complexity. We trust that this change will avoid the suggestion that the deviations in ACP* with temperature are merely the consequences of experimental error.
Electrodes prepared as compacted pellets from conductive donor-acceptor complexes of tetracyanoquinodimethane (TCNQ) with several donors (D) (tetrathiotetracene, acridine, quinoline, VV-methylphenazine, 2,2'-and 4,4'-bipyridine) were investigated in aqueous solutions. The results were compared to those of a previous investigation of TTF-TCNQ pellets (TTF = tetrathiafulvalene) and to results on single crystals of TTF-TCNQ reported here. The electrodes are stable over a potential region in which they could be employed as inert electrodes. The potential limits depended upon the stabilization gained upon complexation and the relative electrode potentials of the constituent compounds. Upon exceeding the potential limits of stability of the electrode, the electrode was reduced or oxidized. Subsequent voltammograms showed peaks attributable to insoluble compounds formed on the electrode surface. The potentials observed for the redox processes could be correlated to the degree of charge transfer, p, as well as gas-phase ionization potentials and electron affinities.
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