16331-52-5Relevant articles and documents
Selective signaling of peracetic acid over hydrogen peroxide by desulfurization of an anthracene-thioamide
Eor, Suyoung,Choi, Myung Gil,Kim, Nayun,Sun, Taihao,Chang, Suk-Kyu
, p. 4080 - 4083 (2012)
Selective signaling of peracetic acid by desulfurization of a thioamide was investigated. A thioamide derivative of anthracene 1 was efficiently desulfurized by peracetic acid to the corresponding amide 2, which resulted in a pronounced turn-on type fluorescent signaling. Signaling was not affected by the presence of another important oxidant hydrogen peroxide thereby providing selective signaling of the peracetic acid from its frequent contaminant hydrogen peroxide. Anthracene-thioamide 1 also provided selectivity for peracetic acid over commonly encountered metal ions and anions. The chemical transformation was confirmed by 1H NMR, 13C NMR, and fluorescence measurements.
The effect of addition of fluorescent moieties to dihydropyrenes: Enhancing photochromicity and fluorescence monitoring
Mitchell, Reginald H.,Bohne, Cornelia,Robinson, Stephen G.,Yang, Yanhong
, p. 7939 - 7946 (2007)
(Graph Presented) A series of dihydropyrenes with appending fluorescent moieties were synthesized with the objective of increasing the photochromic efficiency for this class of compounds and to establish how suitable fluorescence would be to follow their
Anthracene possessing amide functionality as a turn-on fluorescent probe for Cu2+ and Zn2+ ions
Kaur, Navneet,Kaur, Baljeet
, p. 575 - 583 (2021)
An anthracene appended PET chemosensor, anthracene-9-carboxylic acid (3,4-dimethoxy-phenyl)-amide (A1), has been synthesized through condensation of corresponding acyl chloride and 3,4-dimethoxyaniline containing C = O and NH as receptors. The
Synthesis and Complexing Behavior of New Fluorescent Reagents for Alkaline Earth Metal Ions
Kakizawa, Yusuke,Akita, Takahiro,Nakamura, Hiroshi
, p. 1671 - 1674 (1993)
A new fluorescent reagent (1) which has two anthracene moieties at both terminals of linear polyether was synthesized, and the complexation behavior of 1 with alkaline earth metal ions was investigated.At the complexation with the metal ions, the fluorescence spectrum of 1 changed from that of monomer to dimer of anthracene. 1 formed both 1:1 and 1:2 complexes with alkaline earth metal ions, and the complex formation was selective to Ca2+.
Dual Upconverted and Downconverted Circularly Polarized Luminescence in Donor–Acceptor Assemblies
Yang, Dong,Duan, Pengfei,Liu, Minghua
, p. 9357 - 9361 (2018)
Through mimicking both the chiral and energy transfer in an artificial self-assembled system, not only was chiral transfer realized but also a dual upconverted and downconverted energy transfer system was created that emit circularly polarized luminescence. The individual chiral π-gelator can self-assemble into a nanofiber exhibiting supramolecular chirality and circularly polarized luminescence (CPL). In the presence of an achiral sensitizer PdII octaethylporphyrin derivative, both chirality transfer from chiral gelator to achiral sensitizer and triplet-triplet energy transfer from excited sensitizer to chiral gelator could be realized. Upconverted CPL could be observed through a triplet–triplet annihilation photon upconversion (TTA-UC), while downconverted CPL could be obtained from chirality-transfer-induced emission of the achiral sensitizer. The interplay between chiral energy acceptor and achiral sensitizer promoted the communication of chiral and excited energy information.
Fluorescence and colorimetric detection of ATP based on a strategy of self-promoting aggregation of a water-soluble polythiophene derivative
Cheng, Dandan,Li, Yandong,Wang, Jing,Sun, Yujiao,Jin, Lu,Li, Chenxi,Lu, Yan
, p. 8544 - 8546 (2015)
A sensitive fluorescent and colorimetric dual-modal probe for the detection of ATP has been developed based on a strategy of self-promoting aggregation of a cationic polythiophene derivative bearing anthracene groups in the side chain with a detection limit as low as 10-9 M. This journal is
Synthesis of a star polymer library with a diverse range of highly functionalized macromolecular architectures
Ren, Jing M.,Wiltshire, James T.,Blencowe, Anton,Qiao, Greg G.
, p. 3189 - 3202 (2011)
An efficient and versatile synthetic route toward highly functionalized core cross-linked star (CCS) polymers with interesting structures and properties is presented using an alkyne CCS polymer as scaffold. The alkyne CCS polymer scaffold was initially prepared via an improved arm-first approach, through ring-opening polymerization (ROP) of 4,4′-bioxepanyl-7,7′-dione (BOD) with a poly(caprolactone-b-propargyl methacrylate) macroinitiator and stannous triflate (Sn(OTf)2) catalyst. Highly functionalized fluorescent, saccharide and amphiphilic CCS polymers were synthesized by grafting the alkyne CCS polymer with the corresponding azido substituted compounds via copper catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC), 'click' chemistry. The resulting corona-functionalized CCS polymers were characterized via GPC, 1H NMR spectroscopic analysis and DLS. 1H NMR spectroscopic analysis revealed that the grafting efficiency (i.e., click efficiency) ranged from 10 to >99% and was highly dependent on the structure and functionality of the azido compounds. This equates to the grafting of 45 to 450 functional compounds onto the CCS polymer scaffolds corona. The results indicate that the click functionalization efficiency is closely related to the molecular size of the azido compounds. Other than size, factors including molecular structure, compatibility and synergistic driving forces, such as the formation of potential inclusion complexes, are also found to affect the functionalization efficiencies.
Salmon,Chandross
, p. 2446 (1973)
Chemoselectivity in Esterification Reactions - Size Matters after All
Helberg, Julian,Marin-Luna, Marta,Zipse, Hendrik
, p. 3460 - 3470 (2017)
The reaction of carboxylic acid chlorides with secondary alcohols carrying either flexible alkyl or rigid aryl substituents was studied through a series of competition experiments. Aliphatic acid chlorides react preferentially with the aryl-substituted alcohols, while acid chlorides derived from aromatic carboxylic acids react with very low selectivity. Catalysis by 9-azajulolidine (TCAP) increases the selectivity strongly, while solvent and temperature effects are only moderate. The size of the alcohol substituents seems to impact selectivities only for rigid aryl substituents, and highest selectivities have been found for 1-(1-pyrenyl)ethanol.
Fine wettability control created by a photochemical combination method for inkjet printing on self-assembled monolayers
Tsuchiya, Youichi,Haraguchi, Shuichi,Ogawa, Masashi,Shiraki, Tomohiro,Kakimoto, Hidenobu,Gotou, Osamu,Yamada, Takeshi,Okumoto, Kenji,Nakatani, Shuhei,Sakanoue, Kei,Shinkai, Seiji
, p. 968 - 972 (2012)
Wettability tuning for organic solvents is demonstrated with the "combination method", a reversal of the conventional "cleavage method". Several advantages are inherent to this method: for example, the syntheses are simple, various surface-active groups c
Direct Synthesis of Enamides via Electrophilic Activation of Amides
Berger, Martin,Kaiser, Daniel,Maulide, Nuno,Spie?, Philipp
supporting information, p. 10524 - 10529 (2021/07/28)
A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations.
Modulation of the spacer in N,N-bis(alkanol)amine aryl ester heterodimers led to the discovery of a series of highly potent P-glycoprotein-based multidrug resistance (MDR) modulators
Dei, Silvia,Braconi, Laura,Trezza, Alfonso,Menicatti, Marta,Contino, Marialessandra,Coronnello, Marcella,Chiaramonte, Niccolò,Manetti, Dina,Perrone, Maria Grazia,Romanelli, Maria Novella,Udomtanakunchai, Chatchanok,Colabufo, Nicola Antonio,Bartolucci, Gianluca,Spiga, Ottavia,Salerno, Milena,Teodori, Elisabetta
, p. 71 - 94 (2019/04/04)
In this study, a new series of N,N-bis(alkanol)amine aryl ester heterodimers was synthesized and studied. The new compounds were designed based on the structures of our previous arylamine ester derivatives endowed with high P-gp-dependent multidrug resistance reversing activity on a multidrug-resistant leukemia cell line. All new compounds were active in the pirarubicin uptake assay on the doxorubicin–resistant erythroleukemia K562 cells (K562/DOX). Compounds bearing a linker made up of 10 methylenes showed unprecedented high reversal activities regardless of the combination of aromatic moieties. Docking results obtained by an in silico study supported the data obtained by the biological tests and a study devoted to establish the chemical stability in phosphate buffer solution (PBS) and human plasma showed that only a few compounds exhibited a significant degradation in the human plasma matrix. Ten selected non-hydrolysable derivatives were able to inhibit the P-gp-mediated rhodamine-123 efflux on K562/DOX cells, and the evaluation of their apparent permeability and ATP consumption on other cell lines suggested that the compounds can behave as unambiguous or not transported substrates. The activity of these the compounds on the transport proteins breast cancer resistance protein (BCRP) and multidrug resistance associated protein 1 (MRP1) was also analyzed. All tested derivatives displayed a moderate potency on the BCRP overexpressing cells; while only four molecules showed to be effective on MRP1 overexpressing cells, highlighting a clear structural requirement for selectivity. In conclusion, we have identified a new very powerful series of compounds which represent interesting leads for the development of new potent and efficacious P-gp-dependent MDR modulators.