Publication 245

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  1. Miros, F. N.; Zhao, Y.; Sargsyan, G.; Pupier, M.; Besnard, C.; Beuchat, C.; Mareda, J.; Sakai, N.; Matile, S. “Enolate Stabilization by Anion-π Interactions: Deuterium Exchange in Malonate Dilactones on π-Acidic Surfaces” Chem. Eur. J. 2016, 22, 2648-2657

The crystal structure of a malonate dilactone, placed on the π-acidic surface of a naphthalenediimide with chiral sulfoxide acceptors in the core, is depicted on the cover. Such macrodilactones are essential to directly follow enolate–π interactions by NMR spectroscopy, also during deuterium exchange. This least interfering method is used to extract all there is to learn about the stabilization of enolate intermediates and transition states on π-acidic aromatic surfaces.

DOI: 10.1002/chem.201504008 

open archive unige:80715 • pdf