Association of liquid-assisted grinding with aging accelerates the inherently slow slipping-on of a dibenzo-24-crown-8 over the N-hydroxysuccinimide ester of an ammonium-containing thread

Benjamin Riss-Yaw; Thomas-Xavier Métro; Frédéric Lamaty; Frédéric Coutrot

doi:10.1039/c9ra05045k

Association of liquid-assisted grinding with aging accelerates the inherently slow slipping-on of a dibenzo-24-crown-8 over the N-hydroxysuccinimide ester of an ammonium-containing thread

RSC Adv. 2019 Jul 11;9(37):21587-21590. doi: 10.1039/c9ra05045k. eCollection 2019 Jul 5.

Authors

Benjamin Riss-Yaw¹, Thomas-Xavier Métro², Frédéric Lamaty², Frédéric Coutrot¹

Affiliations

¹ Supramolecular Machines and ARchitectures Team, Institut des Biomolécules Max Mousseron (IBMM), Univ. Montpellier, UMR 5247 CNRS, ENSCM Case Courrier 1706, Bâtiment Chimie (17), 3ème étage, Faculté des Sciences, Place Eugène Bataillon 34095 Montpellier Cedex 5 France frederic.coutrot@umontpellier.fr http://www.glycorotaxane.fr.
² Green Chemistry and Enabling Technologies Team, Institut des Biomolécules Max Mousseron, UMR 5247, CNRS, Université de Montpellier, ENSCM Site Triolet, Place Eugène Bataillon 34095 Montpellier Cedex 5 France thomas-xavier.metro@umontpellier.fr frederic.lamaty@umontpellier.fr http://www.greenchem.um2.fr.

Abstract

Solvent-free and solvent-less slipping-on of the dibenzo-24-crown-8 (DB24C8) over the N-hydroxysuccinimide end of an ammonium-containing thread has been studied and compared to the same reaction operated in solution. Slippage proved to be possible in solvent-free conditions, but the fastest slippage was obtained under heating when preliminary Liquid-Assisted Grinding (LAG) conditions were applied to the reactants followed by aging under an atmosphere of acetonitrile.