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Nucleophilicities of compounds with interacting electron pairs. diazine-catalyzed ester hydrolysis

✍ Scribed by John A. Zoltewicz; Harvey L. Jacobson


Publisher
Elsevier Science
Year
1972
Tongue
French
Weight
169 KB
Volume
13
Category
Article
ISSN
0040-4039

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✦ Synopsis


Pair-pair electron repulsion has been suggested to be an important factor . . . . responsible for the abnormally high reactivity of nucleophiles such as ROO-. . . . toward some electrophiles.'

Recently, it has been suggested that widely separated electron pairs may interact strongly. Thus, molecular orbital calculations' and photoelectron spectroscopy3"' indicate that the unshared electron pairs of the diazines pyridazine (I),pyrimidine (II) and pyrazine (III) interact strongly.

Interactions are transmitted both through space and through bonds.