Carbon-Carbon Bond Cleavage in Radical Anions of Strained Diphenylethane Derivatives

New Insights into the Substituents’ Effect on the Formation and Dissociation of Radical Anions: Dissociative Electron Transfer to Arylsulfonylphthalimides

“…There are only a few examples where the dissociation mechanism was shown to change [26–28] . This was achieved by slightly changing the structure and not only changing one substituent at the same position.…”

“…The dissociation of the later radical anions was shown to be about 4 orders of magnitude faster than that of the former ones, despite a thermodynamic advantage due to a larger driving force [26] . Another example was reported with naphthylmethyl phenyl ethers, which dissociate following a heterolytic mechanism, compared to naphthyl benzyl ethers, which dissociate following a homolytic mechanism [27] …”

Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of aryl sulfonyl amides

“…This difference in the mechanism can have implications on the kinetics of the dissociation as has been previously shown for other compounds. 24 Finally, the decomposition of 1 À and 2 À can be understood by comparing their thermodynamics and their kinetics using the extensions of the dissociative ET. 6,7,[11][12][13] The driving force is only slightly different for the two dissociation modes (see ESIw).…”

Dynamic Redox Systems as Electrochromic Materials: Bistability and Advanced Response

“…42 The authors exploited a new class of endo-type dynamic redox systems based on this skeleton. A series of electrondonating tetraaryldihydrophenanthrenes 9 were designed, whose long central bond would be cleaved upon one-electron oxidation 43 (Scheme 9). Furthermore, the bond-disso-ciated dications 9 2+ formed by two-electron oxidation should exhibit strong coloration since they contain triarylmethylium-dye chromophores.…”