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Reactivity and stability of aromatic carbonyl compounds using density functional theory-based local and global reactivity descriptors

✍ Scribed by R. K. Roy; K. Choho; F. De Proft; P. Geerlings


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
85 KB
Volume
12
Category
Article
ISSN
0894-3230

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✦ Synopsis


The reactivity of acetaldehyde and some aromatic aldehydes towards acid-catalysed oxygen-18 exchange reactions with H 2 O 18 was studied using the density functional theory (DFT)-based reactivity descriptors local softness and local hardness. Local softness is used to predict the preferable reactive sites within a given molecule, whereas local hardness reproduces the experimental intermolecular reactivity trends. A new concept, intrinsic global hardness, obtained via filtering out the volume effect of the global softness, shows an excellent correlation with the degree of aromaticity of the compounds.