Jump to main content
Jump to site search

Issue 5, 2013
Previous Article Next Article

Cyclopeptoids: a novel class of phase-transfer catalysts

Author affiliations


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.

Graphical abstract: Cyclopeptoids: a novel class of phase-transfer catalysts

Back to tab navigation

Supplementary files

Publication details

The article was received on 07 Sep 2012, accepted on 16 Oct 2012 and first published on 17 Oct 2012

Article type: Paper
DOI: 10.1039/C2OB26764K
Org. Biomol. Chem., 2013,11, 726-731

  •   Request permissions

    Cyclopeptoids: a novel class of phase-transfer catalysts

    G. D. Sala, B. Nardone, F. De Riccardis and I. Izzo, Org. Biomol. Chem., 2013, 11, 726
    DOI: 10.1039/C2OB26764K

Search articles by author