Enhancing the Potential of Fused Heterocycle-Based Triarylhydrazone Photoswitches

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15640%2F24%3A73624730" target="_blank" >RIV/61989592:15640/24:73624730 - isvavai.cz</a>

Result on the web

<a href="https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202303509" target="_blank" >https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202303509</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/chem.202303509" target="_blank" >10.1002/chem.202303509</a>

Result language

angličtina

Original language name

Enhancing the Potential of Fused Heterocycle-Based Triarylhydrazone Photoswitches

Original language description

Triarylhydrazones represent an attractive class of photochromic compounds offering many interesting features including high molar absorptivity, good addressability, and extraordinary thermal stability. In addition, unlike most other hydrazone-based photoswitches, they effectively absorb light above 365 nm. However, previously prepared triaryhydrazones suffer from low quantum yields of the Z -&gt; E photoisomerization. Here, we have designed a new subclass of naphthoyl-benzothiazole hydrazones that balance the most beneficial features of previously reported naphthoyl-quinoline and benzoyl-pyridine triarylhydrazones. These preserve the attractive absorption characteristics, exhibit higher thermal stability of the metastable form than the former and enhance the rate of the Z -&gt; E photoisomerization compared to the later, as a result of the weakening of the intramolecular hydrogen bonding between the hydrazone hydrogen and the benzothiazole moiety. Introducing the benzothiazole motif extends the tunability of the photochromic behaviour of hydrazone-based switches.

Czech name

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Czech description

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Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

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OECD FORD branch

10401 - Organic chemistry

Project

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Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2024

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

CHEMISTRY-A EUROPEAN JOURNAL

ISSN

0947-6539

e-ISSN

1521-3765

Volume of the periodical

30

Issue of the periodical within the volume

8

Country of publishing house

GB - UNITED KINGDOM

Number of pages

8

Pages from-to

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UT code for WoS article

001140213500001

EID of the result in the Scopus database

2-s2.0-85182179698