N-alkylated diketopyrrolopyrrole-based ratiometric/fluorescent probes for Cu2+ detection via radical process

Triphenylamine Derived Radical Cations for Colorimetric Cu2+ Sensors and as an Antibacterial Agent

“…Organic radical cations have attracted increasing attention because of their applications in catalysis, mixed‐valence materials, and biomedicines [1–3] . Meanwhile, studies have indicated that free organic radicals can be exploited as probe sensors, which is attributed to their remarkable UV‐vis absorption changes [4–8] . For example, Gopidas and co‐workers revealed that aromatic amine radical cations could be generated with a fast response by mixing of the aromatic amines with Cu 2+ in acetonitrile (ACN) solution, where Cu 2+ can accept an electron from the aromatic amines and thereby form the corresponding amine radical cations [9] .…”

“…[1][2][3] Meanwhile, studies have indicated that free organic radicals can be exploited as probe sensors, which is attributed to their remarkable UV-vis absorption changes. [4][5][6][7][8] For example, Gopidas and co-workers revealed that aromatic amine radical cations could be generated with a fast response by mixing of the aromatic amines with Cu 2 + in acetonitrile (ACN) solution, where Cu 2 + can accept an electron from the aromatic amines and thereby form the corresponding amine radical cations. [9] Compared to other methods of amine radical cation generation including anodic oxidation, photoionization, and photoinduced electron transfer, where the amine radical cations are generated as transient intermediates, this approach allows for the generation of stable organic radical cations with distinct color changes in a very simple operation.…”

Thiophene–Bipyridine Appended Diketopyrrolopyrrole Ligands and Platinum(II) Complexes

“…[9][10][11] They are usually prepared by reaction of an aromatic nitrile with dialkyl succinate, which allows to attach a large variety of aromatic groups on the DPP core, such as phenyl, 12 pyridine, 13 thiophene 14,15 or selenophene. 16 Although Cu(I), Ag(I) and Au(I) complexes of bis(deprotonated) dianionic DPP derivatives have been reported already in 2000 by Lorenz et al, 17,18 the coordination and organometallic chemistry of DPP based ligands started to be more systematically explored in the last decade, 19 yet their number remains very limited to date. For example, derivatives of bis-2-thienyl-DPP (hereafter named DPPT) have been used to prepare metal-organic polymers 20 or discrete coordination complexes with cobalt-dithiolene.…”

“…Diketopyrrolopyrrole (DPP) and its derivatives are very efficient fluorescence probes thanks to their high emission quantum yields and good stability . Therefore, they found applications in molecular imaging, DNA detection, anion/cation recognition, sensing, field effect transistors (FET), aggregation-induced emission (AIE), circularly polarized luminescence (CPL), or solar cells. − They are usually prepared by reaction of an aromatic nitrile with dialkyl succinate, which allows one to attach a large variety of aromatic groups on the DPP core, such as phenyl, pyridine, thiophene, , or selenophene . Although Cu­(I), Ag­(I), and Au­(I) complexes of bis­(deprotonated) dianionic DPP derivatives have been reported already in 2000 by Lorenz et al, , the coordination and organometallic chemistry of DPP-based ligands started to be more systematically explored in the past decade, yet their number remains very limited to date.…”

New 2,5-bis(2-ethylhexyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione-2,2’-bipyridine-based co-polymer, synthesis, photophysical properties and response to metal cations

“…Thus, the selective determination of Cu 2+ [4] and Hg 2+ [5] cations has been described with the help of such polymers. On the other hand, bis-pyrrolo [3,4-c]pyrrole-1,4(2H,5H)-diones (DPPs) were widely used as components of donor-acceptor alternating co-polymers, which were reported as promising hole-transport materials [6,7], as materials for molecular electronics and photovoltaics [8,9], components of laser dyes [10], dyes for two-photon fluorescence microscopy [11], chemosensors for Cu 2+ [12] and Hg 2+ [13] cations, and many other applications [14]. One of the most important application of DPP-based materials was in their use as rea-gents for photothermal therapy of cancer [15], including photoacoustic imaging-guided photothermal therapy [16].…”