Radical-cations of 3,6-di-tert-butylpyrocatechol esters

Malysheva, N. A.; Prokof'ev, A. I.; Бубнов, Н. Н.; Солодовников, С. П.; Prokof'eva, T. I.; Вольева, В. Б.; Ершов, В. В.; Кабачник, М. И.

doi:10.1007/bf00957058

Cited by 3 publications

(2 citation statements)

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“…19 Bubnov observed the spectrum of 22 ϩ using the Tl(TFA) 3 -TFAH reagent. 20 Our data agree with those previously reported. We also obtained the same spectrum of 22 ϩ , with no indication of mercuriation, by photolysis of 22 in Hg(TFA) 2 -TFAH at 260 K. The tribenzodehydroannulene 23 was interesting, not only Reduction of 23 with potassium and a small amount of benzo-18-crown-6 in THF at 243 K gave a light blue solution which showed a spectrum consisting of a septet of septets, a(6H) 1.38, a(6H) 0.10 G, g 2.0026.…”

Section: 7-di-tert-butylbenzo-13-dioxole 16supporting

confidence: 94%

An EPR study of electron transfer reactions involving arenes and mercury(II) or thallium(III) salts

Davies¹,

Ng²

1998

J. Chem. Soc., Perkin Trans. 2

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Section: 7-di-tert-butylbenzo-13-dioxole 16supporting

confidence: 94%

An EPR study of electron transfer reactions involving arenes and mercury(II) or thallium(III) salts

Davies¹,

Ng²

1998

J. Chem. Soc., Perkin Trans. 2

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“…Electron-transfer Reactions of Aromatic CompoundsSpectra of 17'+ and 18'+ have been reported by Fleischhauer et al using a cerium(1V) flow system[91], 19'+ by Sullivan and co-workers using A1C13-MeNO2[92] and 20'+ by Bubnov by using Tl(TFA)3-TFAH reagent[93].…”

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confidence: 99%

Electron‐transfer Reactions of Aromatic Compounds

Gescheidt¹,

Khan²

2001

Electron Transfer in Chemistry

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Aromatic molecules are inclined to undergo electron-transfer reactions. The additional charges introduced by the electron-transfer process are efficiently stabilized by delocalization. Nevertheless rearrangements of the molecular skeleton or followup reactions can occur. The course of the electron-transfer reactions and the properties of the species thus formed are the subject of this section.In particular, we concentrate on the species formed after an one-electron transfer reaction. Starting from closed-shell diamagnetic precursors, paramagnetic stages, i.e. radical cations or radical anions are formed in this first step. To understand the properties and reactivity of these species, detailed knowledge in terms of charge and spin delocalization and electronic structure is an important prerequisite. This information is preferably derived from electronic and paramagnetic resonance (EPR and electron-nuclear multiple resonance-techniques such as ENDOR or Triple spectroscopy). It has recently been shown that the experimental results can be substantiated by the use of quantum-chemical calculations. In addition to Hartree-Fock-based ab initio procedures, calculations on the density-functional level of theory have been established as rather efficient tools. Therefore, before representing examples of electron-transfer-generated radicals a short survey of the computational methods is given.Another substantial factor directing the kinetic and thermodynamic stability of charged radicals is ion pairing. This phenomenon, although well established for many years, is often not directly distinct in experiments. To establish the importance of ion pairing, or, in other words, supramolecular interactions, a separate introductory chapter is dedicated to these aspects.The references are selected particularly from recent publications, without, however, ignoring some 'classical' contributions. In some sections topics are included which do not strictly represent aromatic molecules but involve interactions of ztype orbitals.

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