Understanding the thermal [1s,5s] hydrogen shift isomerization of ocimene

Eduardo Chamorro, Pablo Ruiz, Jairo Quijano, Diana Luna, Laura Restrepo, Sandra Zuluaga, Mario Duque-Noreña

Producción científica: Contribución a una revistaArtículorevisión exhaustiva

5 Citas (Scopus)

Resumen

α-Ocimene, β-ocimenes and alloocimenes are isomeric monoterpenes occurring naturally as oils within several plants and fruits. These thermally unstable compounds are employed in the pharmaceutical and fine-chemicals industries due to their natural plant defense properties and pleasant odors. In this work, and in the context of a recent revival in attention on the subject, we provide new theoretical insights concerning the nature of the electronic reorganization driving the decomposition of cis-β-ocimene to alloocimene. Our findings support the experimental proposal of a rearrangement via a six-membered cyclic transition state in a one-step concerted and highly synchronic process.

Idioma originalInglés
Número de artículo2390
PublicaciónJournal of Molecular Modeling
Volumen20
N.º8
DOI
EstadoPublicada - ago. 2014

Áreas temáticas de ASJC Scopus

  • Catálisis
  • Informática aplicada
  • Química física y teórica
  • Química orgánica
  • Teoría computacional y matemáticas
  • Química inorgánica

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