Posts Tagged ‘Simple aromatic rings’
Sunday, April 9th, 2017
Both the cyclopropenium cation and the cyclopentadienide anion are well-known 4n+2-type aromatic ions, but could the two together form an ion-pair?

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Tags:Anions, Aromatization, Cation–pi interaction, Chemistry, Cyclopentadienyl anion, Interesting chemistry, Ion, Ion association, potential energy surface, Simple aromatic rings
Posted in crystal_structure_mining | 6 Comments »
Wednesday, June 22nd, 2016
I previously used data mining of crystal structures to explore the directing influence of substituents on aromatic and heteroaromatic rings. Here I explore, quite literally, a different angle to the hydrogen bonding interactions between a benzene ring and OH or NH groups.
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Tags:10.1021, 10.1107, 10.5517, aromaticity, benzene, Centroid, chemical bonding, Chemical IT, data mining, Functional groups, Hydrogen bond, Physical organic chemistry, Pyridine, Simple aromatic rings, Supramolecular chemistry
Posted in crystal_structure_mining | 3 Comments »
Tuesday, June 21st, 2016
Tags:Asymmetric hydrogenation, benzene, benzo, Electrophile, Furan, Indole, Pyridine, Pyrrole, search query, Simple aromatic rings, Substitution reaction, Thiophene
Posted in crystal_structure_mining | No Comments »
Thursday, January 7th, 2016
This is the third and final study deriving from my Ph.D.[1]. The first two topics dealt with the mechanism of heteroaromatic electrophilic attack using either a diazonium cation or a proton as electrophile, followed by either proton abstraction or carbon dioxide loss from the resulting Wheland intermediate. This final study inverts this sequence by starting with the proton abstraction from an indolinone by a base to create/aromatize to a indole-2-enolate intermediate, which only then is followed by electrophilic attack (by iodine). Here I explore what light quantum chemical modelling might cast on the mechanism.
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References
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B.C. Challis, and H.S. Rzepa, "Heteroaromatic hydrogen exchange reactions. Part VIII. The ionisation of 1,3-dimethylindolin-2-one", Journal of the Chemical Society, Perkin Transactions 2, pp. 1822, 1975. http://dx.doi.org/10.1039/P29750001822
Tags:Arenium ion, Bases, diazo, Diazonium compound, Electrophile, Electrophilic aromatic substitution, Equilibrium chemistry, Fortran, Historical, Indole, light quantum chemical modelling, Metal ions in aqueous solution, Nuclear physics, Simple aromatic rings, Solutions
Posted in reaction mechanism | No Comments »