Chalcogen Effects in the Photophysical Properties of Dimethylamino-1,8-naphthalimide Dyes Revealed by DFT Investigation

Autor:	Marta Erminia Alberto, Bruna Clara De Simone, Tiziana Marino, Marirosa Toscano, Nino Russo
Rok vydání:	2022
Předmět:	Oxygen Naphthalimides Selenium Photosensitizing Agents Singlet Oxygen Quantum Theory Physical and Theoretical Chemistry Sulfur Fluorescent Dyes
Zdroj:	The Journal of Physical Chemistry A. 126:5167-5172
ISSN:	1520-5215 1089-5639
DOI:	10.1021/acs.jpca.2c03950
Popis:	Thionation of carbonyl groups of known dyes is a rapidly emerging strategy to propose an advance toward heavy-atom-free photosensitizers to be used in photodynamic therapy (PDT). The sulfur-for-oxygen replacement has recently proved to enhance the singlet oxygen quantum yield of some existing fluorophores and to shift the absorption band at longer wavelengths. Drawing inspiration from this challenging evidence, the effect of both sulfur- and selenium-for-oxygen replacement in the skeleton of the oxo-4-dimethylamino-1,8-naphthalimide molecule (DMN) has been analyzed by means of a DFT study. The thio- and seleno-derivatives (SDMN and SeDMN, respectively) have been shown to offer the possibility to access a multitude of ISC (intersystem crossing) pathways involved in the triplet deactivation mechanisms with a consequent enhancement of the singlet oxygen production, also arising from the change of orbital type involved in the radiationless
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e455891dbfd3a3e524a3655a60d10b7c https://doi.org/10.1021/acs.jpca.2c03950 Zobrazit plný text záznamu