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1159-86-0 Usage

Chemical Properties

yellow fine crystalline powder

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 4681, 1988 DOI: 10.1016/S0040-4039(00)80579-1

Check Digit Verification of cas no

The CAS Registry Mumber 1159-86-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,5 and 9 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1159-86:
(6*1)+(5*1)+(4*5)+(3*9)+(2*8)+(1*6)=80
80 % 10 = 0
So 1159-86-0 is a valid CAS Registry Number.
InChI:InChI=1/C20H14O2/c21-19(15-9-3-1-4-10-15)17-13-7-8-14-18(17)20(22)16-11-5-2-6-12-16/h1-14H

1159-86-0 Well-known Company Product Price

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  • Alfa Aesar

  • (L01592)  1,2-Dibenzoylbenzene, 97%   

  • 1159-86-0

  • 250mg

  • 267.0CNY

  • Detail
  • Alfa Aesar

  • (L01592)  1,2-Dibenzoylbenzene, 97%   

  • 1159-86-0

  • 1g

  • 740.0CNY

  • Detail

1159-86-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,2-Phenylenebis(phenylmethanone)

1.2 Other means of identification

Product number -
Other names Methanone, 1,2-phenylenebis[phenyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1159-86-0 SDS

1159-86-0Relevant articles and documents

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Allen,VanAllan

, p. 2069,2072 (1948)

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Synthesis and application of near-infrared absorbing morpholino-containing aza-BODIPYs

Jiang, Xin-Dong,Jia, Lei,Su,Li, Chen,Sun, Changliang,Xiao, Linjiu

, p. 4556 - 4560 (2019)

Morpholino-containing aza-BODIPYs at 3,5-positions were synthesized. The maxima absorption and emission of these dyes locate at the near-infrared region. Aza-BODIPY 1 with the morpholino group as a pH-sensitive functionality could be used to be a pH probe, and the dramatic increase in fluorescence intensity at 675 nm by about 1500 folds. Moreover, the singlet oxygen generation of PS 2 with the dibromo groups at 2,6-positions was more effective than that of the parent dye 1.

OXIDATION OF DIENES BY TRIPHENYLPHOSPHINE PEROXOPALLADIUM

Dagonneau, M.,Fauvarque, J. F.

, p. 113 - 118 (1983)

Thermal reaction of 1,3-diphenylisobenzofuran and tetramethylcyclopentadienone with PdLO2 complex (L = PPh3) gives compounds identical to those produced by singlet molecular oxygen.Photochemical reaction of 1,9-diphenylanthracene with PdLO2 or PdL3 in the presence of oxygen gives the 9,10-endoperoxide adduct.

Titanium-Carboxylate Metal-Organic Framework Based on an Unprecedented Ti-Oxo Chain Cluster

Keum, Yesub,Park, Seonghun,Chen, Ying-Pin,Park, Jinhee

, p. 14852 - 14856 (2018)

Titanium(IV)-based metal-organic frameworks (Ti-MOFs) have received significant attention in recent years due to their numerous photocatalytic applications. We herein prepare the single-crystalline Ti-carboxylate MOF (DGIST-1) composed of an unprecedented Ti-oxo chain cluster and the porphyrinic ligand, TCPP (tetrakis(4-carboxyphenyl)porphyrin). Preformed Ti-oxo clusters were used as Ti4+ sources to avoid the spontaneous hydrolysis and condensation reactions of traditional Ti-alkoxide precursors, thus, enabling the formation of the highly crystalline Ti-MOF. The successfully activated DGIST-1 exhibited a higher surface area (i.e., 1957.3 m2 g?1) than previously reported Ti-MOFs due to its high crystallinity. Furthermore, the visible-light-responsive photocatalytic activity of DGIST-1 was confirmed by the simultaneous generation of singlet oxygen (1O2) and superoxide (.O2?) species, in addition to the highly efficient and selective oxidation of benzyl alcohol to benzaldehyde.

N,N′-bicarbazole-benzothiadiazole-based conjugated porous organic polymer for reactive oxygen species generation in live cells

Behera, Biswajit,Giri, Arkaprabha,Kundu, Subhankar,Patra, Abhijit,Saha, Nitu

, p. 6875 - 6878 (2021)

A π-conjugated porous organic polymer (BCzBz) was fabricated employingN,N′-bicarbazole and benzothiadiazole as molecular building units exhibiting broad visible light absorption. The photostable, water-dispersible, and cytocompatible BCzBz was demonstrated as an efficient probe for intracellular reactive oxygen species generation under photoirradiation.

Self-Assembled PtII8Metallosupramolecular Tubular Cage as Dual Warhead Antibacterial Agent in Water

Bhattacharyya, Soumalya,De, Mrinmoy,Mukherjee, Partha Sarathi,Sahoo, Jagabandhu,Venkateswarulu, Mangili,Zangrando, Ennio

, p. 12690 - 12699 (2020)

Development of photosensitizer-based self-assembled metallosupramolecular architectures with important applications is an emerging trend in supramolecular chemistry. In this study, we report a new benzothiadiazole-based tetra-pyridyl ligand (L), which upon self-assembly with a cis-block 90° Pt(II) acceptor generated an unprecedented tetrafacial Pt(II)8 photoactive tubular molecular cage (PMB1). This cage could bring an extraordinary photosensitizer, benzothiadiazole, into water which is otherwise insoluble. PMB1 is fluorescent and shows photogeneration of singlet oxygen in an aqueous medium. These features make PMB1 a potent antimicrobial agent in water in both the presence and absence of light. In comparison to its building blocks and water-soluble alkylated charged ligand ([LMe4][4NO3]), the cage shows much enhanced photoinduced antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) as a representative of Gram-positive bacteria and Pseudomonas aeruginosa (PA) as a representative of Gram-negative bacteria. PMB1 is successful at inactivating the bacterial growth via both photoactivation of molecular oxygen and membrane depolarization mechanisms, thus proving to be a dual warhead. Inactivation of bacteria in water using such a supramolecular architecture is noteworthy and can shed light on the generation of new antimicrobial supramolecular systems.

Investigation on Optical and Biological Properties of 2-(4-Dimethylaminophenyl)benzothiazole Based Cycloplatinated Complexes

Lara, Rebeca,Millán, Gonzalo,Moreno, M. Teresa,Lalinde, Elena,Alfaro-Arnedo, Elvira,López, Icíar P.,Larráyoz, Ignacio M.,Pichel, José G.

, p. 15757 - 15772 (2021)

The optical and biological properties of 2-(4-dimethylaminophenyl)benzothiazole cycloplatinated complexes featuring bioactive ligands ([{Pt(Me2N-pbt)(C6F5)}L] [L=Me2N-pbtH 1, p-dpbH (4-(diphenylphosphino)benzoic acid) 2, o-dpbH (2-(diphenylphosphino)benzoic acid) 3), [Pt(Me2N-pbt)(o-dpb)] 4, [{Pt(Me2N-pbt)(C6F5)}2(μ-PRnP)] [PR4P=O(CH2CH2OC(O)C6H4PPh2)2 5, PR12P=O{(CH2CH2O)3C(O)C6H4PPh2}2 6] are presented. Complexes 1–6 display 1ILCT and metal-perturbed 3ILCT dual emissions. The ratio between both bands is excitation dependent, accomplishing warm-white emissions for 2, 5 and 6. The phosphorescent emission is lost in aerated solutions owing to photoinduced electron transfer to 3O2 and the formation of 1O2, as confirmed in complexes 2 and 4. They also exhibit photoinduced phosphorescence enhancement in non-degassed DMSO due to local oxidation of DMSO by sensitized 1O2, which causes a local degassing. Me2N-pbtH and the complexes specifically accumulate in the Golgi apparatus, although only 2, 3 and 6 were active against A549 and HeLa cancer cell lines, 6 being highly selective in respect to nontumoral cells. The potential photodynamic property of these complexes was demonstrated with complex 4.

The development of 1,3-diphenylisobenzofuran as a highly selective probe for the detection and quantitative determination of hydrogen peroxide

?amoj?, Krzysztof,Zdrowowicz, Magdalena,Rudnicki-Velasquez, Pawe? B?a?ej,Krzymiński, Karol,Zaborowski, Bart?omiej,Niedzia?kowski, Pawe?,Jacewicz, Dagmara,Chmurzyński, Lech

, p. 38 - 46 (2017)

1,3-Diphenylisobenzofuran (DPBF) has been developed as a selective probe for the detection and quantitative determination of hydrogen peroxide in samples containing different reactive nitrogen and oxygen species (RNOS). DPBF is a fluorescent probe which, for almost 20 years, was believed to react in a highly specific manner toward some reactive oxygen species (ROS) such as singlet oxygen and hydroxy, alkyloxy or alkylperoxy radicals. Under the action of these individuals DPBF has been rapidly transformed to 1,2-dibenzoylbenzene (DBB). In order to check if DPBF can act as a unique indicator of the total amount of different RNOS, as well as oxidative stress caused by an overproduction of these individuals, a series of experiments was carried out, in which DPBF reacted with peroxynitrite anion, superoxide anion, hydrogen peroxide, hypochlorite anion, and anions commonly present under biological conditions, namely nitrite and nitrate. In all cases, except for hydrogen peroxide, the product of the reaction is DBB. Only under the action of H2O2 9-hydroxyanthracen-10(9H)-one (oxanthrone) is formed. This product has been identified with the use of fluorescence spectroscopy, NMR spectroscopy, high performance liquid chromatography coupled with mass spectrometry, infrared spectroscopy, elemental analysis, and cyclic voltammetry (CV). A linear relationship was found between a decrease in the fluorescence intensity of DPBF and the concentration of hydrogen peroxide in the range of concentrations of 0.196–3.941 mM. DPBF responds to hydrogen peroxide in a very specific way with the limits of detection and quantitation of 88 and 122.8 μM, respectively. The kinetics of the reaction between DBBF and H2O2 was also studied.

Synthesis, spectroscopic properties and photodynamic activity of a fulleropyrrolidine bearing a basic amino group and its dicationic analog against Staphylococcus aureus

Agazzi, Maximiliano L.,Spesia, Mariana B.,Gsponer, Natalia S.,Milanesio, M. Elisa,Durantini, Edgardo N.

, p. 171 - 179 (2015)

N-Methyl-2-[4-(3-N,N-dimethylaminopropoxy)phenyl]fulleropyrrolidine (MPC60) was synthesized by 1,3-dipolar cycloaddition reaction of 4-(3-N,N-dimethylaminopropoxy)benzaldehyde, N-methylglycine and fullerene C60 in 43% yield. The amine groups of MPC60 were methylated with dimethyl sulfate to obtain a dicationic fullerene DPC602+ in 96 % yield. Absorption spectra of these fullerenes in N,N-dimethylformamide (DMF) and toluene/sodium bis(2-ethylhexyl) sulfosuccinate (AOT)/water reverse micelles showed strong absorptions in the UV region, with a peak at 430 nm and broader range of absorption up to 710 nm. Fluorescence quantum yields of about 10-4 were calculated for these compounds in DMF. A higher singlet molecular oxygen, O2(1Δg), generation was found for MPC60 than DPC602+ in DMF. The photodynamic activity of these photosensitizers remained high in a simple biomimetic AOT system. Also, the formation of superoxide anion radical induced by MPC60 and DPC602+ was detected in presence of NADH. Decomposition of l-tryptophan in DMF mediated by both fullerenes indicated a possible contribution of type I photoprocess. Photosensitized inactivation of Staphylococcus aureus was investigated using different conditions. Cell suspensions of 108 cells/mL incubated with 0.5 μM fullerene and irradiated for 30 min exhibited a 4.4 and 5.0 log decrease of cell survival by MPC60 and DPC602+, respectively. Therefore, these fullerene derivatives can be used as effective photosensitizers for the photodynamic inactivation of S. aureus cells.

Synthesis of aza-BODIPY dyes bearing the naphthyl groups at 1,7-positions and application for singlet oxygen generation

Jiang, Xindong,Zhang, Tingjiang,Sun, Changliang,Meng, Yanqiu,Xiao, Linjiu

, p. 1055 - 1058 (2019)

Using 2-vinylnaphthalene, aza-BODIPYs with the naphthyl groups at 1,7-positions were prepared and their photophysical properties were characterized. Due to attachment of the naphthyl groups at 1,7-positions, aza-BODIPYs show long-wavelength absorption and emission in the near-infrared region. The singlet oxygen generation of the dibromo substituted aza-BODIPY with the naphthyl groups at 1,7-positions as a photosensitizer was more effective than that of the corresponding aza-BODIPY with the phenyl groups at 1,7-positions. No photobleaching of the naphthyl-containing aza-BODIPY was observed and such NIR aza-BODIPY could be used for the singlet oxygen generation.

Distinct photodynamics of κ-N and κ-C pseudoisomeric iron(ii) complexes

Dierks, Philipp,Kruse, Ayla,Bokareva, Olga S.,Al-Marri, Mohammed J.,Kalmbach, Jens,Baltrun, Marc,Neuba, Adam,Schoch, Roland,Hohloch, Stephan,Heinze, Katja,Seitz, Michael,Kühn, Oliver,Lochbrunner, Stefan,Bauer, Matthias

, p. 6640 - 6643 (2021)

Two closely related FeIIcomplexes with 2,6-bis(1-ethyl-1H-1,2,3-triazol-4yl)pyridine and 2,6-bis(1,2,3-triazol-5-ylidene)pyridine ligands are presented to gain new insights into the photophysics of bis(tridentate) iron(ii) complexes. The [Fe(N^N^N)2]2+pseudoisomer sensitizes singlet oxygen through a MC state with nanosecond lifetime after MLCT excitation, while the bis(tridentate) [Fe(C^N^C)2]2+pseudoisomer possesses a similar3MLCT lifetime as the tris(bidentate) [Fe(C^C)2(N^N)]2+complexes with four mesoionic carbenes.

-

Bergmann

, p. 1147,1150 (1938)

-

-

Schlesinger,Ponticello

, p. 1013 (1969)

-

The anti-cancer potency of photodynamic therapy of a novel chlorin derivative Amidochlorin p6 (ACP)

Zhang, Hongyue,Li, Wenting,Tan, Guanghui,Ding, Guohua,Wang, Zhiqiang,Jin, Yingxue

, p. 40873 - 40880 (2017)

Photodynamic therapy (PDT) is a minimally invasive method in cancer treatment and has attracted considerable attention recently. In this paper, we have performed a detailed study of photodynamic activity of a chlorophyllous derivative, Amidochlorin p6 (ACP), and evaluated its potential as a photosensitizer in PDT. The singlet oxygen quantum yield (ΦΔ), the photoreaction mechanisms in PDT, the anti-photobleaching ability in phosphate buffer saline (PBS), the photocytotoxicity and dark toxicity against HeLa cells, cellular uptake and the influence on the expression of survivin and cyclin-dependent kinase (CDK2), were all investigated. The title compound showed significant photocytotoxicity and negligible toxicity in dark, and remarkable photostability. Moreover, ACP could be uptaken by HeLa cells successfully at 20 min leading to damage of cancer cells under light, during which Type I and Type II photodynamic reactions occurred simultaneously on HeLa cells in PDT treatment, and the influence of Type I (the generation of hydroxyl radicals) is slightly larger than Type II (the generation of singlet oxygen). In addition, real-time fluorescent quantitative PCR (RT-qPCR) suggested that ACP could significantly regulate the expression of survivin, which partly explained why ACP could induce the HeLa cell apoptosis and accelerate cell death.

Photocatalytic coatings based on a zinc(ii) phthalocyanine derivative immobilized on nanoporous gold leafs with various pore sizes

Steinebrunner, David,Schnurpfeil, Günter,W?hrle, Dieter,Wittstock, Arne

, p. 53 - 59 (2019)

A series of singlet oxygen sensitizing hybrid materials is reported consisting of a zinc(ii) phthalocyanine (ZnPc) derivative immobilized on nanoporous gold leafs (npAu) with various pore sizes. The resulting photocatalytic coatings exhibit a thickness of around 100 nm and pore sizes between 9-50 nm. Herein, we report the synthesis and characterization of those hybrid materials which were synthesized by functionalization of npAu leafs by an azide terminated alkanethiol self-assembled monolayer (SAM) and subsequent copper catalyzed azide-alkyne cycloaddition (CuAAC). The characterization of the samples morphology included scanning electron microscopy (SEM), UV-Vis spectroscopy as well as energy dispersive X-ray spectroscopy (EDX). The morphology-reactivity relationship was investigated employing the hybrid photocatalysts in the photooxidation of diphenylisobenzofuran (DPBF) as selective singlet oxygen quencher. An increasing photocatalytic activity was found for smaller pore sizes up to 15 nm, due to the gain in specific surface area concomitant with an increasing amount of immobilized photosensitizer, completely dominating the effect of the higher spectral overlap caused by the shift of the plasmon resonance of npAu, until mass transport and diffusion limitation gets predominant for pore sizes below 15 nm.

Squaraines bearing halogenated moieties as anticancer photosensitizers: Synthesis, characterization and biological evaluation

Serpe, Loredana,Ellena, Silvano,Barbero, Nadia,Foglietta, Federica,Prandini, Federica,Gallo, Maria Pia,Levi, Renzo,Barolo, Claudia,Canaparo, Roberto,Visentin, Sonja

, p. 187 - 197 (2016)

We report the synthesis and characterization of a series of symmetrical indolenine-based squaraine dyes along with the evaluation of their singlet oxygen generation efficiency. The photodynamic activity of these new photosensitizers has been evaluated on a human tumor fibrosarcoma (HT-1080) cell line. The cytotoxicity increased over time and is induced by the photoactivation of bromo (Br-C4) and iodio (I-C4) long carbon chain squaraine dyes and the consequent increase in reactive oxygen species (ROS) production (p 0.001), which leads to necrosis 6 h after treatment. Induction of cytochrome c release, DNA damage and up-regulation of GPX1, NQO1 and SOD2 mRNA gene expression after PDT were investigated.

High-yielding synthesis and full spectroscopic characterization of 5,6:11,12-di-o-phenylenetetracene and its synthesis intermediates

Wombacher, Tobias,Foro, Sabine,Schneider, J?rg J.

, p. 569 - 578 (2016)

Herein we present a synthetic gram-scale route to 5,6:11,12-di-o-phenylenetetracene (DOPT, 8), which is a member of the class of cyclopenta-fused polycyclic aromatic hydrocarbons (CP-PAHs). Full analytical characterization of the title compound was carried out by IR, Raman, UV/Vis, and high-field 1H NMR spectroscopy, as well as by mass spectrometry. A unique double-elimination of phenylide moieties, as the key reaction step, gave DOPT for the first time in high purity and in an isolated yield of >70 %. Re-aromatization of the annulated π-ring system occurred following the reductive elimination of the two phenyl groups from the DOPT precursor. Two alternative reaction pathways for this process are discussed. The synthetic method described herein may allow development of the chemistry of the title compound further, for example, to investigate the organometallic chemistry of DOPT as well as its semiconducting behavior in organic electronics. Diels-Alder chemistry has allowed the high-yielding synthesis of the carbon framework of the aromatic hydrocarbon 5,6:11,12-di-o-phenylenetetracene (DOPT). All the reaction intermediates have been fully characterized for the first time. A final unprecedented re-aromatization sequence employing a two-fold reductive dephenylation yielded crystalline, blue DOPT in gram-scale quantities.

Molecular complexes and main-chain organometallic polymers based on Janus bis(carbenes) fused to metalloporphyrins

Clément, Sébastien,Laurencin, Danielle,Lebrun, Aurélien,Lo, Mamadou,Longevial, Jean-Fran?ois,Richeter, Sébastien

, p. 7005 - 7014 (2020)

Janus bis(N-heterocyclic carbenes) composed of a porphyrin core with two N-heterocyclic carbene (NHC) heads fused to opposite pyrroles were used as bridging ligands for the preparation of metal complexes. We first focused our attention on the synthesis of gold(i) chloride complexes [(NHC)AuCl] and investigated the substitution of the chloride ligand by acetylides to obtain the corresponding [(NHC)AuC?CR] complexes. Polyacetylides were then used to obtain molecular multiporphyrinic systems with porphyrins fused to only one NHC ligand, while main-chain organometallic polymers (MCOPs) were obtained when using Janus porphyrin bis(NHCs). Interestingly, MCOPs incorporating zinc(ii) porphyrins proved to be efficient as heterogeneous photocatalysts for the generation of singlet oxygen upon visible light irradiation.

Kinetics of the reaction between 1,3-diphenylisobenzofuran and nitrogen dioxide studied by steady-state fluorescence

?amoj?, Krzysztof,Jacewicz, Dagmara,Zdrowowicz, Magdalena,Chmurzyński, Lech

, p. 3023 - 3031 (2013)

1,3-Diphenylisobenzofuran (DPBF) is a fluorescent molecule which is believed to react highly specifically toward reactive oxygen species such as singlet oxygen (1O2), hydroxy (HO·), alkyloxy (RO·), and alkylperoxy (ROO·) radicals. In all cases the reaction product is 1,2-dibenzoylbenzene. In order to prove that DPBF gives the same product in contact with reactive nitrogen species, its reaction with nitrogen dioxide radical has been studied in 2,2,4-trimethylpentane using the steady-state fluorescence method and mass spectrometry. The progress of the studied reaction was measured by observation of changes in fluorescence intensity of DPBF after addition of nitrogen dioxide (NO2). The rate constants of DPBF fluorescence decay affected by NO2 have been determined. Experiments were conducted over the temperature range of 13-37 C and for NO2 concentrations from 0.02 to 0.14 mmol dm-3. It has been found that the reaction between 1,3-diphenylisobenzofuran and nitrogen dioxide proceeds in two steps. The first step is a very rapid reaction whose rate could not be measured under established experimental conditions. The second step is slower. The reaction product was identified by registration of mass spectra. The probable reaction mechanism is proposed.

Synthesis dibromo substituted BOPHY dye for the singlet oxygen generation

Cui, Tian-Fang,Zhang, Jing,Jiang, Xin-Dong,Su, Ya-Jun,Sun, Chang-Liang,Zhao, Jiu-Li

, p. 190 - 194 (2016)

A dibromo substituted BOPHY derivative (2) was prepared and found to exhibit photo-sensitization capability. Rapid oxidation of 80% DPBF at the first 6 min was observed suggesting that 2 is a superior photo-sensitizer than methylene blue. The HOMO–LUMO band gap for the lowest energy absorption bands of the BOPHY 1 is smaller than that of PS 2, which is in good agreement with the red shift in the absorption observed between 1 and 2.

-

Rabjohn et al.

, p. 1631,1633 (1956)

-

Huber et al.

, p. 1811,1824 (1977)

-

Conard

, p. 1002 (1940)

-

A new Phenol Red-modified porphyrin as efficient protein photocleaving agent

Jiang, Guo-Yu,Lei, Wan-Hua,Zhou, Qian-Xiong,Hou, Yuan-Jun,Wang, Xue-Song,Zhang, Bao-Wen

, p. 12229 - 12236 (2010)

Protein affinity is of importance for porphyrins in their application in photodynamic therapy (PDT). A new Phenol Red-modified porphyrin (R-TPP) was designed and synthesized to fully take advantage of the binding character of Phenol Red towards protein. Detailed comparisons of absorption spectra, fluorescence spectra, n-octanol/water partition coefficients, 1O 2 quantum yields, as well as protein photocleaving abilities between R-TPP and its parent porphyrin Br-TPP clearly demonstrate the benefits stemming from the modification of Phenol Red. On one hand, the presence of Phenol Red moiety greatly enhances the binding affinity of R-TPP towards model proteins (bovine serum albumin and hen egg lysozyme), and therefore improves the availability of 1O2. On the other hand, the presence of Phenol Red moiety provides R-TPP with amphiphilic character, and therefore restricts aggregation and favors the generation of 1O2. As a result, R-TPP photocleaves proteins efficiently, showing promising application potential in PDT.

Stereoselective Synthesis of cis-2-Ene-1,4-diones via Aerobic Oxidation of Substituted Furans Catalyzed by ABNO/HNO3

Yang, Liqun,Wang, Jingyang,Wang, Yue,Li, Xiaotong,Liu, Wei,Zhang, Zhaoguo,Xie, Xiaomin

, p. 14311 - 14320 (2021/10/25)

We report a highly efficient and selective catalytic system, ABNO (9-azabicyclo-[3.3.1]nonane N-oxyl)/HNO3, for the aerobic oxidation of substituted furans to cis-2-ene-1,4-diones under mild reaction conditions using oxygen as the oxidant. The catalyst system is amenable to various substituted (mon-, di-, and tri-) furans and tolerates diverse functional groups, including cyano, nitro, naphthyl, ketone, ester, heterocycle, and even formyl groups. Based on the control and 18O-labeling experiments, the possible mechanism of the oxidation is proposed.

Visible-Light-Induced Oxazoline Formations fromN-Vinyl Amides Catalyzed by an Ion-Pair Charge-Transfer Complex

Sun, Rui,Yang, Xiao,Ge, Yicen,Song, Jintong,Zheng, Xueli,Yuan, Maolin,Li, Ruixiang,Chen, Hua,Fu, Haiyan

, p. 11762 - 11773 (2021/09/28)

Visible-light photoredox catalysis plays an important role in various reactions which are inaccessible under typical thermal conditions. Distinctly different from common visible-light photoredox catalysis which often involves transition-metal complexes, conjugated organic dyes, or electron donor-acceptor complexes, herein, the use of ion-pair charge-transfer (IPCT) complex-induced visible-light photoredox catalytic reactions are described, wherein the cyclization-methoxylation ofN-vinyl amides in methanol was achieved under irradiation with blue LEDs. The reaction employs a heteroarenium iodide as the photocatalyst and can be extended to cyclization-alkoxylation, ?acyloxylation, and ?hydroxylation. This protocol provides an eco-friendly synthetic route to a wide range of oxazoline derivatives. Mechanistic investigations with UV-visible spectroscopy and control experiments confirm the existence of the IPCT absorption band in the visible region for the heteroarenium iodide, which is responsible for the observed reactivity.

Epoxy platinum complex as well as preparation method and application thereof

-

Paragraph 0104-0106, (2021/03/18)

The invention relates to an epoxy platinum complex as well as a preparation method and application thereof, the epoxy platinum complex has a structure as shown in a formula I, the epoxy platinum complex can recognize tyrosinase through fluorescence change, experimental verification proves that the epoxy platinum complex has melanoma and breast cancer cell resisting activity, and the series of compounds can be used as antitumor drugs and can be used for preparing anti-tumor drugs. And a foundation is laid for photodynamic tumor treatment.

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