Controlling the ring-chain tautomeric equilibrium of a tetrahydroquinazoline/imine system by steric hindrance

  1. Sanmartín-Matalobos, Jesús 1
  2. García-Deibe, Ana 1
  3. Portela-García, Cristina 1
  4. Briones-Miguéns, Lucía 1
  5. Fondo, Matilde 1
  1. 1 Coordination and Supramolecular Chemistry Group (Suprametal), Institute of Materials (iMATUS), Department of Inorganic Chemistry, Faculty of Chemistry, Universidade de Santiago de Compostela, Avenida das Ciencias s/n, 15782 Santiago de Compostela, Spain
Actas:
Proceedings of The 17th International Electronic Conference on Synthetic Organic Chemistry

Ano de publicación: 2013

Tipo: Achega congreso

DOI: 10.3390/ECSOC-17-A023 GOOGLE SCHOLAR lock_openAcceso aberto editor

Resumo

We have explored the use of steric hindrance on controlling the ring-chain tautomeric equilibrium of a tetrahydroquinazoline/imine system. Two imines, one of them having a bulky group (E)-N (3-((2-((4-methylphenylsulfonamido)methyl)phenylimino)methyl)pyridin-2-yl)pivalamide (H2L1SB) and the other one without bulky group (E)-N-(2-(2,3-dihydroxybenzylideneamino)-benzyl)-4-methylbenzenesulfonamide (H2L2SB) have been synthetised and spectroscopically studied by 1H NMR. Besides, the formation of the corresponding 1,2,3,4-tetrahydroquinazolines (H2L1TQ and H2L2TQ) was tested.