30332-88-8Relevant academic research and scientific papers
Tetraarylethanediols: Surprisingly Low Energy Requirements for Electron Transfer in Solution and in the Gas Phase
Penn, John H.,Lin, Zhe,Deng, Dao-Li
, p. 1001 - 1008 (1991)
A number of methyl-substituted tetraarylethanediols 1 have been found to undergo facile electron transfer (et) to tris(1,10-phenanthroline)iron(III) complexes (FeIIIL3).The products of this reaction are the corresponding benzophenones when an appropriate base is added to the reaction solution.The electron-transfer rate constants (ket) for the reaction of 1 and FeIIIL3 have been measured as a function of temperature and are higher than anticipated, based on the energetic predictions derived from model arenes.The oxidation potential, derived from the measured ΔGet*, is in good agreement with the solution-phase ΔGeto, which can be calculated from the gas-phase ionization potential.Control experiments demonstrate that the reaction proceeds through a normal outer-sphere electron-transfer reaction.The surprisingly low oxidation potentials can only be explained by through-space phenyl-phenyl interactions.
