Kusanur, Raviraj A and Kulkarni, Manohar V and Kulkarni, Geetha M and Nayak, Susanta K and Row, Tayur N Guru and Ganesan, Kilivelu and Sun, Chung-Ming (2010) Unusual Anisotropic Effects from 1,3-Dipolar Cycloadducts of 4-Azidomethyl Coumarins. In: Journal of Heterocyclic Chemistry, 47 (1). pp. 91-97.Full text not available from this repository.
4-Bromomethylcoumarins (1) reacted with sodium azide in aqueous acetone to give 4-azidomethyl-coumarins (2), which underwent 1,3-dipolar cycloaddition with acetylenic dipolarophiles to give triazoles (3). These triazoles (3) have been found to exhibit interesting variations in the chemical shifts of C-3-H and C-4-methylene protons. Protonation studies indicate that the shielding effect of the C-3-H of coumarin is due to pi-electrons of the triazole ring, further supported by diffraction and computational studies.
|Item Type:||Journal Article|
|Additional Information:||Copyright of this article belongs to Journal of Heterocyclic Chemistry.|
|Department/Centre:||Division of Chemical Sciences > Solid State & Structural Chemistry Unit|
|Date Deposited:||08 Mar 2010 12:40|
|Last Modified:||08 Mar 2010 12:40|
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