Engineered Immobilised Organocatalysts for the Synthesis of Chiral Amines

Author:

Maciá María1,Muñoz Iván1,Porcar Raúl2,Cirujano Francisco G.1ORCID,Altava Belen1,Luis Santiago V.1,García‐Verdugo Eduardo1

Affiliation:

1. Department of Inorganic and Organic Chemistry Supramolecular and Sustainable Chemistry Group University Jaume I Avda Sos Baynat s/n E-12071- Castellon Spain

2. Department of Organic and Bio-Organic Chemistry Faculty of Science UNED – Universidad Nacional de Educación a Distancia Avenida de Esparta s/n 28232 Las Rozas-Madrid Spain

Abstract

AbstractThe art of tuning functional polymeric materials through the covalent incorporation of organocatalysts lies at the core of creating asymmetric immobilized chiral catalysts that mimic the enzymatic action. Herein, we explore diverse synthetic techniques to immobilize l‐proline‐derived N‐carbonyl amides on functional polymeric matrices, transforming them into chiral Lewis bases for facilitating the asymmetric reduction of ketimines with HSiCl3. A comprehensive examination of the design factors, encompassing linker selection, anions, and polymeric support characteristics, enables precise adjustment of steric and electronic features in these immobilized catalysts. This approach establishes structure‐performance relationships, ultimately enabling the development of an engineered immobilized organocatalytic system that meets the desired criteria for activity, stability, and selectivity.

Funder

Universitat Jaume I

European Regional Development Fund

Publisher

Wiley

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