Pyrimidine ortho-quinodimethanes. Part 2: Synthesis of new [60]fullerene adducts based on substituted pyrimidine derivatives and their 1H NMR dynamic study

Autor:	Antonio Herrera, Roberto Martínez-Álvarez, Nazario Martín, Rachid Chioua, Angel Sánchez-Vázquez, Dolores Molero, John Almy, Mourad Chioua
Rok vydání:	2009
Předmět:	Diene Pyrimidine Organic Chemistry Cyclohexene Retro-Diels–Alder reaction Ring (chemistry) Photochemistry Biochemistry Cycloaddition chemistry.chemical_compound chemistry Computational chemistry Drug Discovery Moiety Diels–Alder reaction
Zdroj:	Tetrahedron. 65:5817-5823
ISSN:	0040-4020
DOI:	10.1016/j.tet.2009.05.026
Popis:	The Diels–Alder reaction of various pyrimidine ortho-quinodimethanes generated in situ with C60 gives access to a variety of new fullerodihydroquinazoline derivatives. This variety is increased since substituents on the pyrimidine ring can be easily modified before or after its reaction with C60. Variable temperature 1H NMR spectra provided thermodynamic parameters related to the boat-to-boat interconversion of the cyclohexene ring fused to the fullerene moiety. The mass spectra of the prepared cycloadducts show that the retro-Diels–Alder process takes place easily with elimination of the corresponding diene molecule.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::b22714cfa4e3e78e15dae08f7a4a9ef2 https://doi.org/10.1016/j.tet.2009.05.026 Zobrazit plný text záznamu Full Text from ScienceDirect