This submission belongs to the session a. General Organic Synthesis of the event The 17th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2013
Citation
Ana García-Deibe, Cristina Portela-García, Lucía Briones-Miguéns, Matilde Fondo, Jesús Sanmartín-Matalobos, Controlling the ring-chain tautomeric equilibrium of a tetrahydroquinazoline/imine system by steric hindrance, in Proceedings of The 17th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2013, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-17-a023
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Controlling the ring-chain tautomeric equilibrium of a tetrahydroquinazoline/imine system by steric hindrance
Ana García-Deibe 1
Cristina Portela-García 1
Lucía Briones-Miguéns 1
Matilde Fondo 1
Jesús Sanmartín-Matalobos 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
Abstract
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.