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Cerium(IV) Ammonium Nitrate Induced Dimerization of Methoxystyrenes

✍ Scribed by Vijay Nair; V. Sheeba; Sreeletha B. Panicker; Tesmol G. George; Roshini Rajan; Lakshmi Balagopal; M. Vairamani; S. Prabhakar

Book ID
104202527
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
286 KB
Volume
56
Category
Article
ISSN
0040-4020

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✦ Synopsis

4-Methoxystyrene 1 underwent dimerization to 1,4-diphenylbutane derivatives 5 and 6 in presence of CAN in methanol. But in ethanol the same reaction afforded a tetralone derivative along with 5 and 6. 3,4-Dimethoxystyrene 10 underwent dimerization in presence of CAN in methanol to afford acyclic as well as cyclic products. 3,4,5-Trimethoxystyrene 12 in presence of CAN in methanol afforded only the cyclized dimers, the tetralone 21 and the tetralin derivative 22.

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Novel Cerium(IV) ammonium nitrate induce
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Methoxystyrenes undergo facile dimerization when treated with Cerium (IV) ammonium nitrate in methanol; cyclized products are obtained in acetonitnle.

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Structural requirements for ipso-nitrati
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Compounds in which the carbon skeleton contains at least a diarylmethane with the aromatic rings appropriately substituted by electron donating groups exhibited ipso-nitration when treated with cerium(IV) ammonium nitrate (CAN).