Cyclopeptoids: a novel class of phase-transfer catalysts.
Org Biomol Chem
; 11(5): 726-31, 2013 Feb 07.
Article
em En
| MEDLINE
| ID: mdl-23117230
ABSTRACT
The synthesis, complexation properties and catalytic activities under phase-transfer (PT) conditions of differently substituted cyclohexapeptoids are reported. Association constants, for small cationic alkali, and catalytic performances, in a model nucleophilic substitution, are comparable to those of representative crown ethers. Noteworthy, the N-[2-(2-methoxyethoxy)ethyl] side chain derivative presents a catalytic efficiency comparable to that of crypt-222, and higher than some commonly used quaternary ammonium salts and crown ethers. Moreover its association constant for Na(+) complexation proved to be higher when compared with dicyclohexyl-18-crown-6. The synthesized cyclohexapeptoids represent the first example of these peptidomimetics in PT catalysis, anticipating interesting applications in biphasic PT methodology.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Peptoides
/
Complexos de Coordenação
/
Metais Alcalinos
Idioma:
En
Revista:
Org Biomol Chem
Ano de publicação:
2013
Tipo de documento:
Article