Pd(II)-Catalyzed Highly Atroposelective C–H Alkynylation of [n]Paracyclophanes

Abstract

Optically pure alkynyl-containing molecules represent highly versatile synthons in organic synthesis. Herein, we report a Pd/pGlu-catalyzed enantioselective C–H alkynylation of [n]paracyclophanes. This method provides efficient access to a diverse range of alkynylated [n]paracyclophanes in high yields with excellent enantioselectivities. Additionally, a cyclophane-based bifunctional thiourea catalyst was synthesized and exhibited promising activity in asymmetric Michael additions. Thermal epimerization studies were further conducted to elucidate the correlation between conformational stability and structural parameters.

Key words

C–H alkynylation - Cyclophanes - Palladium - Asymmetric catalysis - Conformational stability

Publication History

Received: 23 November 2025

Accepted after revision: 05 January 2026

Article published online:
27 January 2026

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