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Science 26 January 1990:
Vol. 247. no. 4941, pp. 423 - 430
DOI: 10.1126/science.247.4941.423
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Articles

Chemical Bond-Making, Bond-Breaking, and Electron Transfer in Solution

Edward M. Arnett 1, Kalyani Amarnath 1, Noel G. Harvey 1, and J. P. Cheng 1

1 Department of Chemistry, Duke University, Durham, NC 27706

A method is described for determining heats of heterolysis, DgrHhet, from the heats of reaction of resonancestabilized carbenium ions with carbanions in solution. These results can be converted into heats of homolysis, DgrHhomo, for the same bonds by combining DgrHhet values with electron transfer energies, dgrGET (dgrGET ap dgrHET), obtained from redox potentials of the reacting ions. The results provide a comprehensive tabulation of DgrHhet, DgrHhomo, and DgrGET values for an extended series of organic compounds and are examined in terms of their interrelationships and a number of related properties of the ions and radicals.

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Science. ISSN 0036-8075 (print), 1095-9203 (online)