Photocatalytic dehalogenative deuteration of halides over a robust metal‐organic framework

Tian Luo, Zi Wang, Yinlin Chen, Hengzhao Li, Mengqi Peng, Floriana Tuna, Eric j. l. Mcinnes, Sarah j. Day, Jie An, Martin Schröder, Sihai Yang

Research output: Contribution to journalArticlepeer-review

Abstract

Deuterium labelling of organic compounds is an important process in chemistry. We report the first example of photocatalyticdehalogenative deuteration of both arylhalides and alkylhalides (40 substrates) over a metal-organic framework, MFM-300(Cr), using CD3CN as the deuterium source at room temperature. MFM-300(Cr) catalyses high deuterium incorporation and shows excellent tolerance
to various functional groups. Synchrotron X-ray powder diffraction reveals the activation of halogenated substrates via confined binding within MFM-300(Cr). In situ electron paramagnetic resonance spectroscopy confirms the formation of carbon-based radicals as intermediates and reveals the reaction pathway. This protocol removes the use of precious-metal catalysts from state-of-the-art
processes based upon direct hydrogen isotope exchange and shows high photocatalytic stability, thus enabling multiple catalytic cycles.
Original languageEnglish
JournalAngewandte Chemie International Edition
Early online date2 Oct 2023
DOIs
Publication statusE-pub ahead of print - 2 Oct 2023

Fingerprint

Dive into the research topics of 'Photocatalytic dehalogenative deuteration of halides over a robust metal‐organic framework'. Together they form a unique fingerprint.

Cite this