Closed-to-open-shell ground state photoswitching of thienyl-based acylhydrazones

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F25%3A00635592" target="_blank" >RIV/61388963:_____/25:00635592 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22310/25:43931522 RIV/61989100:27740/25:10257983

Result on the web

<a href="https://doi.org/10.1039/D5TC00826C" target="_blank" >https://doi.org/10.1039/D5TC00826C</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/d5tc00826c" target="_blank" >10.1039/d5tc00826c</a>

Result language

angličtina

Original language name

Closed-to-open-shell ground state photoswitching of thienyl-based acylhydrazones

Original language description

Photoswitches convert a photon to molecular information through a reversible change in bonding or configuration. Applications of photoswitches are determined by their different properties in the two states, spanning from catalysis, to allosteric activation, to photopharmacology, up to materials and devices such as memories that can store optical information in chemical bonds. For the latter, operation in the solid state and different means to read/write/erase the information must be possible. These features, however, are challenging to achieve due to close molecular packing and intermolecular interactions. Here, we present acylhydrazones that photoswitch even in the solid state and adopt an open-shell triplet ground state electronic configuration in the photoswitched form, which is very long-lived. The optically stored information can thus be read magnetically and completely erased by applying an electrochemical potential. In addition, ab initio calculations identified the closed-to-open-shell pathway and explained the singlet-triplet crossing. Photoswitching of the closed/open-shell ground state electronic structure is a fundamentally new feature, which can bring new opportunities and applications. We demonstrate it in an example of the open-shell state of the photoswitch used as an initiator of radical benzylic bromination and radical debromination of an aromatic ring. However, the presented phenomenon is robust and insensitive to conditions, thus showing potential in a broad range from heterogeneous catalysis to spintronics.

Czech name

—

Czech description

—

Type

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

CEP classification

—

OECD FORD branch

10403 - Physical chemistry

Project

<a href="/en/project/GM22-11299M" target="_blank" >GM22-11299M: Reaction networks at phase interfaces for dynamic self-assembly</a><br>

Continuities

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year

2025

Confidentiality

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

Name of the periodical

Journal of Materials Chemistry C

ISSN

2050-7526

e-ISSN

2050-7534

Volume of the periodical

13

Issue of the periodical within the volume

19

Country of publishing house

GB - UNITED KINGDOM

Number of pages

7

Pages from-to

9520-9526

UT code for WoS article

001468674200001

EID of the result in the Scopus database

2-s2.0-105003027182