Formylation boosts the performance of light-driven overcrowded alkene-derived rotary molecular motors

Jinyu Sheng, Wojciech Danowski, Andy S Sardjan, Jiaxin Hou, Stefano Crespi, Alexander Ryabchun, Maximilian Paradiz Domínguez, Wybren Jan Buma, Wesley R Browne, Ben L Feringa*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

16 Citations (Scopus)
128 Downloads (Pure)

Abstract

Artificial molecular motors and machines constitute a critical element in the transition from individual molecular motion to the creation of collective dynamic molecular systems and responsive materials. The design of artificial light-driven molecular motors operating with high efficiency and selectivity constitutes an ongoing fundamental challenge. Here we present a highly versatile synthetic approach based on Rieche formylation that boosts the quantum yield of the forward photoisomerization reaction while reaching near-perfect selectivity in the steps involved in the unidirectional rotary cycle and drastically reducing competing photoreactions. This motor is readily accessible in its enantiopure form and operates with nearly quantitative photoconversions. It can easily be functionalized further and outperforms its direct predecessor as a reconfigurable chiral dopant in cholesteric liquid crystal materials.

Original languageEnglish
Pages (from-to)1330–1338
Number of pages9
JournalNature Chemistry
Volume16
Issue number8
Early online date26-Apr-2024
DOIs
Publication statusPublished - Aug-2024

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