Synthesis of peripherally substituted aza-analogues of Si(IV) phthalocyanines by complexation method
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11160%2F23%3A10471240" target="_blank" >RIV/00216208:11160/23:10471240 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=6GLB3MlwIJ" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=6GLB3MlwIJ</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1142/S108842462350013X" target="_blank" >10.1142/S108842462350013X</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of peripherally substituted aza-analogues of Si(IV) phthalocyanines by complexation method
Original language description
Despite many notes about advantageous properties of Si(IV) phthalocyanines, their aza-analogues from the group of tetrapyrazinoporphyrazines (TPyzPzs) are only rarely reported in the literature, especially for macrocycles carrying peripheral groups. Thus, a series of Si(IV) TPyzPzs having alkylamino, aryloxy, alkylsulfanyl or alkyl group at the periphery was prepared by complexation of Si(IV) into corresponding metal-free derivatives by their stirring at 30 degrees C with trichlorosilane, using tributylamine as a base, and dichloromethane as a solvent. Key factors affecting the feasibility of this method, such as well-chosen excess of trichlorosilane and solvent used, were described. The model compound of the series (i.e., aryloxy substituted dihydroxy Si(IV) TPyzPz) was then modified at axial positions using trihexylchlorosilane as a ligand. All target Si(IV) TPyzPzs showed strong absorption with Q-band maxima ranging 617-655 nm (extinction coefficients 82 000-341 000 L.mol(-1).cm(-1)) and efficient fluorescence emission with Phi(F) values ranging 0.32-0.44 with the exception of alkylamino substituted TPyzPz, whose excited states were efficiently quenched by intramolecular charge transfer. The possibility of axial modification, good spectral and fluorescence properties as well as the ability to quench the excited states upon introduction of alkylamine groups indicate the suitability of these derivatives for fluorescence sensing applications.
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
30104 - Pharmacology and pharmacy
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2023
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 Porphyrins and Phthalocyanines
ISSN
1088-4246
e-ISSN
1099-1409
Volume of the periodical
27
Issue of the periodical within the volume
1
Country of publishing house
FR - FRANCE
Number of pages
8
Pages from-to
444-451
UT code for WoS article
000941200800005
EID of the result in the Scopus database
2-s2.0-85149851218