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Thallation of fluorenes: A kinetic and mechanistic study

✍ Scribed by S. Narasimhan; P. V. Ramani; N. Venkatasubramanian

Publisher
John Wiley and Sons
Year
1978
Tongue
English
Weight
359 KB
Volume
10
Category
Article
ISSN
0538-8066

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✦ Synopsis

Abstract

The kinetics of thallation of fluorene with thallium triacetate (TTA) in HOAc‐H~2~SO~4~ solutions led to the rate expression

The rate of thallation is found to increase with increasing acid concentration, and a sixth‐order dependence on [H~2~SO~4~] is observed. Decrease in solvent polarity increases the rate of thallation. The effect of substituents is in accord with the electrophilic substitution at an aromatic system. Thallation occurs at 4‐position. A mechanism similar to aromatic bromination is proposed for the thallation of fluorene.

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