Second Generation Zwitterionic Aza‐Diarylethene: Photoreversible CN Bond Formation, Three‐State Photoswitching, Thermal Energy Release, and Facile Photoinitiation of Polymerization DOI Creative Commons
Henry Dube,

Maximilian Sacherer

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

Published: Oct. 21, 2024

Abstract Diarylethenes are a well‐studied and optimized class of photoswitches with wide range applications, including data storage, smart materials, or photocontrolled catalysis biological processes. Most recently, aza‐diarylethenes have been developed in which carbon‐carbon bond connections replaced by carbon‐nitrogen connections. This structural elaboration opens up an entire new structure property space expanding the versatility applicability diarylethenes. In this work, we present second generation zwitterionic aza‐diarylethenes, finally allows for fully reversible photoswitching precise control over all three switching states. High‐yielding between neutral open form Z isomer is achieved two different wavelengths light. The third E isomeric state can be reached to 87 % upon irradiation wavelength. Its high energy content >10 kcal/mol released thermally deliberate solvent change as trigger mechanism, rendering into interesting candidates molecular solar thermal storage (MOST) applications. also serves locking state, allowing toggle light‐responsiveness reversibly labile stable switching. Further, states leads highly efficient photopolymerization methyl acrylate (MA), directly harnessing unleashed chemical reactivity our aza‐diarylethene materials application.

Language: Английский

Synthesis of Highly Fluorescent Thiazole Fused Benzo[a] Carbazoles by Sunlight Driven Photocyclization of Indolylthiazoles DOI Creative Commons

Prabhas Bhaumick,

Nurabul Mondal,

Lokman H. Choudhury

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 19, 2024

Abstract Herein we report for the first time a sunlight‐driven, irreversible photocyclization reaction of indole‐linked trisubstituted thiazoles, synthesis highly fluorescent thiazole‐fused benzo[ ]carbazoles using mixture solvents (CH 3 CN: DMSO; : 1). Ring opening indole moiety was observed in case thiazole derivatives having 2‐methyl substituents. Under similar conditions, thiazoles cyclic 1,3‐dicarbonyls place also worked. This provides products two medicinally important moieties and benzocarbazoles. We have studied photophysical properties all found that most synthesized very good fluorescence quantum yields.

Language: Английский

Citations

1
Second Generation Zwitterionic Aza‐Diarylethene: Photoreversible CN Bond Formation, Three‐State Photoswitching, Thermal Energy Release, and Facile Photoinitiation of Polymerization DOI Creative Commons
Henry Dube,

Maximilian Sacherer

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

Published: Oct. 21, 2024

Abstract Diarylethenes are a well‐studied and optimized class of photoswitches with wide range applications, including data storage, smart materials, or photocontrolled catalysis biological processes. Most recently, aza‐diarylethenes have been developed in which carbon‐carbon bond connections replaced by carbon‐nitrogen connections. This structural elaboration opens up an entire new structure property space expanding the versatility applicability diarylethenes. In this work, we present second generation zwitterionic aza‐diarylethenes, finally allows for fully reversible photoswitching precise control over all three switching states. High‐yielding between neutral open form Z isomer is achieved two different wavelengths light. The third E isomeric state can be reached to 87 % upon irradiation wavelength. Its high energy content >10 kcal/mol released thermally deliberate solvent change as trigger mechanism, rendering into interesting candidates molecular solar thermal storage (MOST) applications. also serves locking state, allowing toggle light‐responsiveness reversibly labile stable switching. Further, states leads highly efficient photopolymerization methyl acrylate (MA), directly harnessing unleashed chemical reactivity our aza‐diarylethene materials application.

Language: Английский

Citations

0
Second Generation Zwitterionic Aza‐Diarylethene: Photoreversible CN Bond Formation, Three‐State Photoswitching, Thermal Energy Release, and Facile Photoinitiation of Polymerization DOI Creative Commons
Henry Dube,

Maximilian Sacherer

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

Published: Oct. 21, 2024

Abstract Diarylethenes are a well‐studied and optimized class of photoswitches with wide range applications, including data storage, smart materials, or photocontrolled catalysis biological processes. Most recently, aza‐diarylethenes have been developed in which carbon‐carbon bond connections replaced by carbon‐nitrogen connections. This structural elaboration opens up an entire new structure property space expanding the versatility applicability diarylethenes. In this work, we present second generation zwitterionic aza‐diarylethenes, finally allows for fully reversible photoswitching precise control over all three switching states. High‐yielding between neutral open form Z isomer is achieved two different wavelengths light. The third E isomeric state can be reached to 87 % upon irradiation wavelength. Its high energy content >10 kcal/mol released thermally deliberate solvent change as trigger mechanism, rendering into interesting candidates molecular solar thermal storage (MOST) applications. also serves locking state, allowing toggle light‐responsiveness reversibly labile stable switching. Further, states leads highly efficient photopolymerization methyl acrylate (MA), directly harnessing unleashed chemical reactivity our aza‐diarylethene materials application.

Language: Английский

Citations

0