Hemiindigoids As Prominent Photoswitch Scaffolds DOI Creative Commons
Aurélie Gernet,

Loïc Toursel,

Louise‐Marie Balivet

et al.

ChemPhotoChem, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 22, 2024

Abstract Hemiindigo photoswitches, a class of chromophores derived from the well‐known indigo dye, have attracted considerable interest over past two decades. These compounds are unique in their ability to absorb light visible region spectrum both isomeric states, making them ideal for applications where high‐energy UV is not tolerated. A particularly attractive feature hemiindigoids that, despite rigid structures, they undergo significant and controllable changes during photoisomerisation process. Moreover, exhibit combination high thermal bistability, pronounced photochromism, fast, efficient photoisomerisation, positioning hemiindigoid photoswitches as versatile chromophores. This review summarises current developments advances including synthesis, photoswitching performance, applications, with strong focus on practical use reversible triggers fields ranging photopharmacology advanced materials.

Language: Английский

Coupling Rotary Motion to Helicene Inversion within a Molecular Motor DOI Creative Commons
Yohan Gisbert, Marco Ovalle, Charlotte N. Stindt

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 11, 2024

Towards complex coupled molecular motions, the remote handedness inversion of a helicene moiety was achieved by rotary motor. The use specifically engineered dynamic stator in novel overcrowded-alkene second-generation motor based on fluorinated dibenzofluorene fragment allows for an unprecedented control over helicity inversion. This is mechanical coupling rotation rotor to half via chirality transmission process. Thus, unidirectional motion generated upon irradiation used invert stereochemistry helicene, leading 6-step cycle with eight intermediates. In this cycle, both alternation between P and M configurations thermal interconversion (paddling motion) can be achieved. In-depth computational spectroscopic studies were performed support associated mechanism. offers prospects development responsive systems.

Language: Английский

Citations

0
Coupling Rotary Motion to Helicene Inversion within a Molecular Motor DOI Creative Commons
Yohan Gisbert, Marco Ovalle, Charlotte N. Stindt

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 11, 2024

Abstract Towards complex coupled molecular motions, the remote handedness inversion of a helicene moiety was achieved by rotary motor. The use specifically engineered dynamic stator in novel overcrowded‐alkene second‐generation motor based on fluorinated dibenzofluorene fragment allows for an unprecedented control over helicity inversion. This is mechanical coupling rotation rotor to half via chirality transmission process. Thus, unidirectional motion generated upon irradiation used invert stereochemistry helicene, leading 6‐step cycle with eight intermediates. In this cycle, both alternation between P and M configurations thermal interconversion (paddling motion) can be achieved. In‐depth computational spectroscopic studies were performed support associated mechanism. offers prospects development responsive systems.

Language: Английский

Citations

0
Hemiindigoids As Prominent Photoswitch Scaffolds DOI Creative Commons
Aurélie Gernet,

Loïc Toursel,

Louise‐Marie Balivet

et al.

ChemPhotoChem, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 22, 2024

Abstract Hemiindigo photoswitches, a class of chromophores derived from the well‐known indigo dye, have attracted considerable interest over past two decades. These compounds are unique in their ability to absorb light visible region spectrum both isomeric states, making them ideal for applications where high‐energy UV is not tolerated. A particularly attractive feature hemiindigoids that, despite rigid structures, they undergo significant and controllable changes during photoisomerisation process. Moreover, exhibit combination high thermal bistability, pronounced photochromism, fast, efficient photoisomerisation, positioning hemiindigoid photoswitches as versatile chromophores. This review summarises current developments advances including synthesis, photoswitching performance, applications, with strong focus on practical use reversible triggers fields ranging photopharmacology advanced materials.

Language: Английский

Citations

0