Intramolecularity of the thermal rearrangement of allyloxytetrazoles to N-allyltetrazolones†

Cristiano, Maria Lurdes Santos; Johnstone, Robert A. W.

http://hdl.handle.net/10400.1/4267

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Authors

Cristiano, Maria Lurdes Santos

Johnstone, Robert A. W.

Abstract(s)

The intramolecularity of the thermal rearrangement of 1-aryl-5-allyloxy-1H-tetrazoles 1 to 1-aryl-4-allyl-1,4-dihydrotetrazol-5-ones 2 has been investigated through cross-over studies: the results support the hypothesis for a concerted sigmatropic rearrangement occurring through a highly polar transition state, in which a partially positively charged allyl group migrates from oxygen to nitrogen, without leaving the solvent cage.

URI

http://hdl.handle.net/10400.1/4267

Citation

Cristiano, M. Lurdes S.; Johnstone, Robert A. W. Intramolecularity of the Thermal Rearrangement of Allyloxytetrazoles to N-Allyltetrazolones†, Journal of Chemical Research, 5, 164-165, 1997.