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http://repositoriodigital.ipn.mx/handle/123456789/11688| Título : | Synthesis of Diels-Alder adducts of N-arylmaleimides by a multicomponent reacction between maleic anhydride, dienes, and anilines |
| Palabras clave : | Cycloadditions Conformation Computational chemistry Hexahydroisoindolediones |
| Fecha de publicación : | 16-ene-2013 |
| Editorial : | Monatshefte fur Chemie |
| Descripción : | We have carried out the synthesis and characterization
of some hexahydroisoindolyl benzoic acids and their
corresponding ethyl esters by a multicomponent reaction
(MCR) between aminobenzoic acids or aminobenzoates,
maleic anhydride, and isoprene in the absence of catalysts.
According to additional experiments, theMCR takes place by
sequential formation of N-arylmaleamic acids from the aminobenzoic
acids or aminobenzoates and maleic anhydride,
Diels–Alder adducts of the acids and isoprene, and finally the
imides. The 1H NMR data (coupling constants) of the adducts
suggested that the preferred conformation of the corresponding
cyclohexene rings is a syn-boat, a fact supported by a
density functional theory (DFT) conformational analysis and
DFT calculations of the spin–spin coupling constants of the
corresponding conformers. OurMCR synthetic methodology
was tested successfully in the synthesis of other adducts, for
which cyclopentadiene and other anilines were employed Instituto Politecnico Nacional, CONACYT |
| URI : | http://www.repositoriodigital.ipn.mx/handle/123456789/11688 |
| Otros identificadores : | Monatsh Chem 1434-4475 http://hdl.handle.net/123456789/1208 |
| Aparece en las colecciones: | Doctorado |
Ficheros en este ítem:
| Fichero | Descripción | Tamaño | Formato | |
|---|---|---|---|---|
| DQZ_Monatsh_Chem_2011_142_827_836.pdf | 545.03 kB | Adobe PDF | Visualizar/Abrir |
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