Work

Proximal and Remote Hydrocarboxylation of Alkenes with Carbon Dioxide Enabled by Nickel‐Catalyzed Hydrogen Atom Transfer

Year: 2025

Type: article

Abstract: The utilization of carbon dioxide and alkenes as feedstocks for the synthesis of carboxylic acids holds great significance in the realm of sustainable chemistry. Nonetheless, achieving selective C─H bond carboxylation of alkenes with broad applicability has long been a challenging task. Herein, we present a straightforward and unifying approach for the preparation of α-carboxylic acids through nickel-catalyzed radical hydrocarboxylation of both functionalized and unactivated, simple alkenes, at proximal and remote sites. Notably, this operationally simple catalytic reaction exhibits a broad substrate scope, having excellent regio- and chemoselectivities, and is suitable for late-stage carboxylation of bioactive molecules. Preliminary mechanistic investigations showed that a nickel-catalyzed hydrogen atom transfer (Ni-HAT) pathway is in operation, accounting for the site-selective hydrocarboxylation protocol for various alkene substrates.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202424790

Authors: Rong‐De He, Yixin Lu

Institutions: National University of Singapore, Suzhou Research Institute

Language: English

Topic: Carbon dioxide utilization in catalysis

Subfield: Process Chemistry and Technology

Field: Chemical Engineering

Domain: Physical Sciences

SDG: Climate action

Open Access status: hybrid

Estimated APC paid: $5,510