Planar and curved π-extended porphyrins by on-surface cyclodehydrogenation
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F24%3A00637604" target="_blank" >RIV/68378271:_____/24:00637604 - isvavai.cz</a>
Result on the web
<a href="https://hdl.handle.net/11104/0368624" target="_blank" >https://hdl.handle.net/11104/0368624</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jacs.4c12460" target="_blank" >10.1021/jacs.4c12460</a>
Alternative languages
Result language
angličtina
Original language name
Planar and curved π-extended porphyrins by on-surface cyclodehydrogenation
Original language description
Recent advancements in on-surface synthesis have enabled the reliable and predictable preparation of atomically precise low-dimensional materials with remarkable properties, which are often unattainable through traditional wet chemistry. Among these materials, porphyrins stand out as a particularly intriguing class of molecules, extensively studied both in solution and on surfaces. Their appeal lies in the ability to fine-tune their unique chemical and physical properties through central metal exchange or peripheral functionalization. However, the synthesis of π-extended porphyrins featuring unsubstituted anthracenyl groups has remained elusive. Herein, we report an in vacuo temperature-controlled cyclodehydrogenation of bis- and tetraanthracenyl Zn(II) porphyrins on a gold(111) surface. By gradually increasing the temperature, sequential dehydrogenation leads to the formation of fused anthracenyl porphyrin products. Notably, at high molecular coverage, the formation of bowl-shaped porphyrins occurs, along with transmetalation of Zn with Au. These findings open the door to a variety of π-extended anthracenyl-containing porphyrin products via cyclodehydrogenation and transmetalation, offering significant potential in the fields of molecular (photo/electro)catalysis, (opto)electronics, and spintronics.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10302 - Condensed matter physics (including formerly solid state physics, supercond.)
Result continuities
Project
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of the American Chemical Society
ISSN
0002-7863
e-ISSN
1520-5126
Volume of the periodical
146
Issue of the periodical within the volume
50
Country of publishing house
US - UNITED STATES
Number of pages
9
Pages from-to
34600-34608
UT code for WoS article
001370310700001
EID of the result in the Scopus database
2-s2.0-85211095382