Work

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

Year: 2025

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide 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 R a and S a 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.

Source: Inorganic Chemistry

DOI: 10.1021/acs.inorgchem.5c03548

Authors: Alvaro Polo, Ricardo Rodríguez, Pablo J. Sanz Miguel

Institutions: Consejo Superior de Investigaciones Científicas, Universidad de Zaragoza, Instituto de Síntesis Química y Catálisis Homogénea

Language: English

Topic: Axial and Atropisomeric Chirality Synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funders: Ministerio de Ciencia, Innovación y Universidades, Universidad de Zaragoza, Gobierno de Aragón, European Regional Development Fund