Furan-containing double tetraoxa[7]helicene and its radical cation

Neat nitrobenzene was continuously irradiated at two ultrasonic frequencies: 40 and 200 kHz, under air and argon atmosphere, respectively. Samples taken at intervals of 1, 5, 10 and 24 h were analyzed by GC-MS and decomposition products were identified. Possible reaction mechanisms are discussed. Presence of air as dissolved gas leads to oxygenated compounds such as 1,4-benzoquinone, 2,4-dinitrophenol, m-dinitrobenzene while argon inhibits the decomposition of nitrobenzene, especially at sonication times under 5 h. Based on the nature of the compounds identified we advanced a mechanism, involving a divergent splitting of unstable radical cation of NB in air and argon respectively. Thus, under air, the phenyl cation formation is preferred leading to 1,4-benzoquinone nitro-biphenyls and dinitrobenzene, while under argon, the phenyl radical formation seems to be favored, leading to phenol and diphenyl ether. The oxygenated compounds detected under argon clearly are a consequence of the nitro group splitting.

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ChemInform Abstract: Reaction of a Stable Three-Electron Bonded N ′ N Radical Cation with Free Radicals Generated by Pulse Radiolysis: Exceedingly Rapid Hydrogen Abstraction from C- H Bonds.

Chemischer Informationsdienst ◽

10.1002/chin.198624115 ◽

1986 ◽

Vol 17 (24) ◽

Author(s):

R. W. ALDER ◽

M. BONIFACIC ◽

K.-D. ASMUS

Keyword(s):

Free Radicals ◽

Radical Cation ◽

Pulse Radiolysis ◽

Hydrogen Abstraction

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Structure of tetramethylsilane radical cation: an ESR and theoretical study

The Journal of Physical Chemistry ◽

10.1021/j100161a033 ◽

1991 ◽

Vol 95 (8) ◽

pp. 3132-3135 ◽

Cited By ~ 6

Author(s):

L. Bonazzola ◽

J. P. Michaut ◽

J. Roncin

Keyword(s):

Radical Cation ◽

Theoretical Study

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Radical-Cation-Accelerated Nucleophilic Aromatic Substitution of Electron-Rich Aryl Fluorides

Synfacts ◽

10.1055/s-0040-1719572 ◽

2020 ◽

Vol 16 (12) ◽

pp. 1467

Keyword(s):

Radical Cation ◽

Nucleophilic Aromatic Substitution ◽

Aromatic Substitution

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Radical cation transfer in a guanine pair: an insight to the G-quadruplex structure role using constrained DFT/MM

Theoretical Chemistry Accounts ◽

10.1007/s00214-021-02787-0 ◽

2021 ◽

Vol 140 (7) ◽

Author(s):

Ranjitha Ravindranath ◽

Padmabati Mondal ◽

Natacha Gillet

Keyword(s):

Radical Cation ◽

Quadruplex Structure ◽

G Quadruplex

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New Radical Cation Salts Based on BDH-TTP Donor: Two Stable Molecular Metals with a Magnetic [ReF6]2− Anion and a Semiconductor with a [ReO4]− Anion

Magnetochemistry ◽

10.3390/magnetochemistry7040054 ◽

2021 ◽

Vol 7 (4) ◽

pp. 54

Author(s):

Nataliya D. Kushch ◽

Gennady V. Shilov ◽

Lev I. Buravov ◽

Eduard B. Yagubskii ◽

Vladimir N. Zverev ◽

...

Keyword(s):

Radical Cation ◽

Low Temperatures ◽

Ac Susceptibility ◽

Slow Relaxation ◽

Organic Radical ◽

Inorganic Anion ◽

Distinctive Features ◽

Metallic Character ◽

Radical Cation Salts ◽

Partial Population

Three radical cation salts of BDH-TTP with the paramagnetic [ReF6]2− and diamagnetic [ReO4]− anions have been synthesized: κ-(BDH-TTP)4ReF6 (1), κ-(BDH-TTP)4ReF6·4.8H2O (2) and pseudo-κ″-(BDH-TTP)3(ReO4)2 (3). The crystal and band structures, as well as the conducting properties of the salts, have been studied. The structures of the three salts are layered and characterized by alternating κ-(1, 2) and κ″-(3) type organic radical cation layers with inorganic anion sheets. Similar to other κ-salts, the conducting layers in the crystals of 1 and 2 are formed by BDH-TTP dimers. The partial population of positions of Re atoms and disorder in the anionic layers of 1–3 are their distinctive features. Compounds 1 and 2 show the metallic character of conductivity down to low temperatures, while 3 is a semiconductor. The ac susceptibility of crystals 1 was investigated in order to test the possible slow relaxation of magnetization associated with the [ReF6]2− anion.

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