Directed Dynamic Resolution of an Atropisomeric Silver Complex in Solution: Role of π–π Interactions

Polo, Alvaro ; Rodríguez, Ricardo ; Sanz Miguel, Pablo J. (Universidad de Zaragoza)

Resumen: We report a directed dynamic resolution process for an atropisomeric [Ag(NHC)2]+ complex, where stereochemical control is achieved through enantiomeric interconversion in solution before crystallization. Unlike conventional diastereomeric salt formation, our approach shifts the restricted interconversion between Ra and Sa atropisomers, allowing selective stabilization of one enantiomer via π–π interactions with enantiopure binaphthalene-based borate anions in solution. NMR spectroscopy reveals conformational locking and restricted dynamics preceding crystallization, which captures the resolved stereochemistry in highly crystalline salts. This study demonstrates that noncovalent interactions effectively modulate molecular conformational dynamics to achieve chiral resolution.

Idioma: Inglés

DOI: 10.1021/acs.inorgchem.5c03548

Año: 2025

Publicado en: Inorganic Chemistry (2025), [7 p.]
ISSN: 0020-1669

Financiación: info:eu-repo/grantAgreement/ES/DGA/E05-23R
Financiación: info:eu-repo/grantAgreement/ES/DGA/E42-23R
Financiación: info:eu-repo/grantAgreement/ES/MCIU-AEI-FEDER/PID2021-122406NB-I00

Tipo y forma: Article (Published version)

Área (Departamento): Área Química Inorgánica (Dpto. Química Inorgánica)