Molecular Recognition in Mechanochemistry: Insights from Solid‐State NMR Spectroscopy

Abstract: Molecular‐recognition events are highly relevant in biology and chemistry. In the present study, we investigated such processes in the solid state under mechanochemical conditions using the formation of racemic phases upon reacting enantiopure entities as example. As test systems, α‐(trifluoromethyl) lactic acid (TFLA) and the amino acids serine and alanine were used. The effects of ball‐milling and resonant acoustic mixing (RAM) on the formation of racemic phases were probed by using solid‐state Nuclear Magnetic Resonance (NMR) spectroscopy. In a mixer mill, a highly efficient and fast racemic phase formation occurred for both TFLA and the two amino acids. RAM led to the racemic phase for TFLA also, and this process was facilitated upon employing pre‐milled enantiopure entities. In contrast, under comparable conditions RAM did not result in the formation of racemic phases for serine and alanine.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Molecular Recognition in Mechanochemistry: Insights from Solid‐State NMR Spectroscopy ; volume:136 ; number:43 ; year:2024 ; extent:7
Angewandte Chemie ; 136, Heft 43 (2024) (gesamt 7)

Creator
Quaranta, Calogero
d'Anciães Almeida Silva, Igor
Moos, Sven
Bartalucci, Ettore
Hendrickx, Leeroy
Fahl, Benjamin M. D.
Pasqualini, Claudia
Puccetti, Francesco
Zobel, Mirijam
Bolm, Carsten
Wiegand, Thomas

DOI
10.1002/ange.202410801
URN
urn:nbn:de:101:1-2410141425570.286274788213
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:37 AM CEST

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