2D Graphene Oxide Membrane Nanoreactors for Rapid Directional Flow Ring-Opening Reactions with Dominant Same-Configuration Products

Overview

Journal Adv Sci (Weinh)

Specialty Biomedical Engineering

Date 2024 Feb 29

PMID 38419383

Authors

Jiangwei Fu

Shuai Pang

Yuhui Zhang

Xiang Li

Bo Song

Daoling Peng

Xiqi Zhang

Lei Jiang

Affiliations

Soon will be listed here.

Abstract

Nanoconfinement within enzymes can increase reaction rate and improve selectivity under mild conditions. However, it remains a great challenge to achieve chemical reactions imitating enzymes with directional molecular motion, short reaction time, ≈100% conversion, and chiral conversion in artificial nanoconfined systems. Here, directional flow ring-opening reactions of styrene oxide and alcohols are demonstrated with ≈100% conversion in <120 s at 22 °C using graphene oxide membrane nanoreactors. Dominant products have the same configuration as chiral styrene oxide in confined reactions, which is dramatically opposed to bulk reactions. The unique chiral conversion mechanism is caused by spatial confinement, limiting the inversion of benzylic chiral carbon. Moreover, the enantiomeric excess of same-configuration products increased with higher alkyl charge in confined reactions. This work provides a new route to achieve rapid flow ring-opening reactions with specific chiral conversion within 2D nanoconfined channels, and insights into the impact of nanoconfinement on ring-opening reaction mechanisms.

Citing Articles

2D Graphene Oxide Membrane Nanoreactors for Rapid Directional Flow Ring-Opening Reactions with Dominant Same-Configuration Products.

Fu J, Pang S, Zhang Y, Li X, Song B, Peng D Adv Sci (Weinh). 2024; 11(16):e2308388.

PMID: 38419383 PMC: 11040342. DOI: 10.1002/advs.202308388.

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