Bay- and peri-functionalized donor-acceptor perylene monoimides via nitration and nucleophilic substitution/reduction pathway

Altaş, A.; Gültekin, Demet Demirci; Acar, M.; Cücü, E.; Karatay, Ahmet; Elmalı, Ayhan; Atalay, Abdurrahman; Demircan, Ç.A.; Bozkaya, Uğur; Kazaz, Cavit; Şahin, Ertan; Bozdemir, Ö. Altan

doi:10.1016/j.mtchem.2022.100908

Cited by 1 publication

(1 citation statement)

References 34 publications

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“…Selective bromination affording 9-monobromoPMI 17 or 1,6,9-tribromoPMI 18 can be efficiently obtained by adjusting the solvent, bromine equivalents and reaction temperature conditions [ 92 ]. We should note the recently described procedure to perform the nitration of PMI derivatives in a more selective manner [ 93 ]. By analogy with the recent chemistry developed on nitro-PDI derivatives, the synthetic potential offered by these new compounds which are likely to react by nucleophilic substitution should be highlighted.…”

Section: Pdi and Pmi Structures: Common Features And Specificitiesmentioning

confidence: 99%

Recent Advances in Applications of Fluorescent Perylenediimide and Perylenemonoimide Dyes in Bioimaging, Photothermal and Photodynamic Therapy

Krupka

Hudhomme

2023

IJMS

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The emblematic perylenediimide (PDI) motif which was initially used as a simple dye has undergone incredible development in recent decades. The increasing power of synthetic organic chemistry has allowed it to decorate PDIs to achieve highly functional dyes. As these PDI derivatives combine thermal, chemical and photostability, with an additional high absorption coefficient and near-unity fluorescence quantum yield, they have been widely studied for applications in materials science, particularly in photovoltaics. Although PDIs have always been in the spotlight, their asymmetric counterparts, perylenemonoimide (PMI) analogues, are now experiencing a resurgence of interest with new efforts to create architectures with equally exciting properties. Namely, their exceptional fluorescence properties have recently been used to develop novel systems for applications in bioimaging, biosensing and photodynamic therapy. This review covers the state of the art in the synthesis, photophysical characterizations and recently reported applications demonstrating the versatility of these two sister PDI and PMI compounds. The objective is to show that after well-known applications in materials science, the emerging trends in the use of PDI- and PMI-based derivatives concern very specific biomedicinal applications including drug delivery, diagnostics and theranostics.

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Section: Pdi and Pmi Structures: Common Features And Specificitiesmentioning

confidence: 99%

Recent Advances in Applications of Fluorescent Perylenediimide and Perylenemonoimide Dyes in Bioimaging, Photothermal and Photodynamic Therapy

Krupka

Hudhomme

2023

IJMS

View full text Add to dashboard Cite

show abstract

Bay- and peri-functionalized donor-acceptor perylene monoimides via nitration and nucleophilic substitution/reduction pathway

Cited by 1 publication

References 34 publications

Recent Advances in Applications of Fluorescent Perylenediimide and Perylenemonoimide Dyes in Bioimaging, Photothermal and Photodynamic Therapy

Recent Advances in Applications of Fluorescent Perylenediimide and Perylenemonoimide Dyes in Bioimaging, Photothermal and Photodynamic Therapy

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