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(Referência obtida automaticamente do Web of Science, por meio da informação sobre o financiamento pela FAPESP e o número do processo correspondente, incluída na publicação pelos autores.)

Palladium-Mediated Catalysis Leads to Intramolecular Narcissistic Self-Sorting on a Cavitand Platform

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Autor(es):
Nagymihaly, Zoltan ; Caturello, Naidel A. M. S. ; Takatsy, Aniko ; Aragay, Gemma ; Kollar, Laszlo ; Albuquerque, Rodrigo Q. ; Csok, Zsolt
Número total de Autores: 7
Tipo de documento: Artigo Científico
Fonte: Journal of Organic Chemistry; v. 82, n. 1, p. 390-396, JAN 6 2017.
Citações Web of Science: 2
Resumo

Palladium-catalyzed aminocarbonylation reactions have been used to directly convert a tetraiodocavitand intermediate into the corresponding carboxamides and 2-ketocarboxamides. When complex mixtures of the amine reactants are employed in competition experiments using polar solvents, such as DMF, no ``mixed{''} products possessing structurally different amide fragments are detected either by H-1 or C-13 NMR Only highly symmetrical cavitands are sorted out of a large number of potentially feasible products, which represents a rare example of intramolecular, narcissistic self-sorting. Our experimental results along with thermodynamic energy analysis suggest that the observed self-sorting is a symmetry-driven, kinetically controlled process. (AU)

Processo FAPESP: 14/02071-5 - Investigação teórica da agregação de complexos catiônicos de Ir(III) com potencial aplicação em LECs e OLEDs
Beneficiário:Rodrigo Queiroz de Albuquerque
Linha de fomento: Auxílio à Pesquisa - Regular