Two-photon absorption of oxindole-based push–pull molecular motors

Ainoa Guinart, Daniel Doellerer, Daisy R.S. Pooler, John Y. de Boer, Sandra Doria, Laura Bussotti, Mariangela Di Donato*, Ben L. Feringa*

*Bijbehorende auteur voor dit werk

OnderzoeksoutputAcademicpeer review

Samenvatting

Future applications of light-driven molecular motors in bio-based systems and soft materials require their operation with benign, low-energy light irradiation. Here we report four rotary molecular motors based on oxindole units which can be driven by near-infrared light. By installing an electron-withdrawing CN group on the oxindole lower half, in direct conjugation through the alkene axle to the electron-donating OMe substituent on the upper half, our design establishes a rigid push–pull system which red-shifts the absorption maximum further into the visible region. We also show that the induced nonlinearity to the system increases their two-photon absorption cross section, and the operation of oxindole based molecular motors with 800 nm light for the very first time. The motors prepared in this work show improved performance compared to previous oxindole based motors, e.g. visible light addressability up to 530 nm and 1.5-fold increase in quantum yields in both directions, whilst retaining their desirable qualities of easy synthesis and fast rotation speed.

Originele taal-2English
Artikelnummer115649
Aantal pagina's9
TijdschriftJournal of Photochemistry and Photobiology A: Chemistry
Volume453
Vroegere onlinedatum13-apr.-2024
DOI's
StatusE-pub ahead of print - 13-apr.-2024

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