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14243-64-2 Usage

Chemical Properties

White crystalline powder

Uses

Different sources of media describe the Uses of 14243-64-2 differently. You can refer to the following data:
1. Chloro(triphenylphosphine)gold(I) is a common reagent in gold chemistry. It catalyzes certain rearrangement reactions in organic synthesis. It is also used to prepare 1-methylthyminato-N3-triphenylphosphinegold(I) by reacting with 1-methylthymine. It acts as a precursor for the synthesis of gold(I) and gold(III) organometallic compounds.
2. Catalyst employed in the cyclization of O-propargyl carbamates to alkylideneoxazolidinones via a 5-exo-digonal pathway at room temperature. Also catalyzes the cycloisomerization of enynes containing a cyclic olefin into highly-fused, polycyclic dienes at room temperature.

Check Digit Verification of cas no

The CAS Registry Mumber 14243-64-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,2,4 and 3 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 14243-64:
(7*1)+(6*4)+(5*2)+(4*4)+(3*3)+(2*6)+(1*4)=82
82 % 10 = 2
So 14243-64-2 is a valid CAS Registry Number.
InChI:InChI=1/C18H15P.Au.ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h1-15H;;1H/q;+1;/p-1

14243-64-2 Well-known Company Product Price

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  • TCI America

  • (T2994)  (Triphenylphosphine)gold(I) Chloride  >95.0%(T)

  • 14243-64-2

  • 200mg

  • 590.00CNY

  • Detail
  • TCI America

  • (T2994)  (Triphenylphosphine)gold(I) Chloride  >95.0%(T)

  • 14243-64-2

  • 1g

  • 1,730.00CNY

  • Detail
  • Alfa Aesar

  • (41007)  Chloro(triphenylphosphine)gold(I), Premion?, 99.99% (metals basis), Au 39.3% min   

  • 14243-64-2

  • 0.5g

  • 1110.0CNY

  • Detail
  • Alfa Aesar

  • (41007)  Chloro(triphenylphosphine)gold(I), Premion?, 99.99% (metals basis), Au 39.3% min   

  • 14243-64-2

  • 1g

  • 1750.0CNY

  • Detail
  • Alfa Aesar

  • (41007)  Chloro(triphenylphosphine)gold(I), Premion?, 99.99% (metals basis), Au 39.3% min   

  • 14243-64-2

  • 5g

  • 6905.0CNY

  • Detail

14243-64-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Chloro(triphenylphosphine)gold(I)

1.2 Other means of identification

Product number -
Other names (Ph3P)AuCl (Triphenylphosphinegold(I) chloride

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

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

More Details:14243-64-2 SDS

14243-64-2Relevant articles and documents

[Au3Ge18]5 - A gold-germanium cluster with remarkable Au-Au interactions

Spiekermann, Annette,Hoffmann, Stephan D.,Kraus, Florian,Faessler, Thomas F.

, p. 1638 - 1640 (2007)

Gold linkers: The first soluble gold-germanium cluster was obtained from the reaction of [Au(PPh3)Cl] and K4Ge9. The formation of the gold complex [Ge9Au3Ge9] 5- (see picture) shows also an exciting result for gold chemistry: linearly coordinated gold atoms and the characteristics of aurophilic contacts between the metal atoms can be observed in the presence of polyanionic Zintl ions. (Figure Presented).

Gold(I)-phosphine-N-heterocycles: Biological activity and specific (ligand) interactions on the C-terminal HIVNCp7 zinc finger

Abbehausen, Camilla,Peterson, Erica J.,De Paiva, Raphael E. F.,Corbi, Pedro P.,Formiga, Andre L. B.,Qu, Yun,Farrell, Nicholas P.

, p. 11280 - 11287 (2013)

The syntheses and the characterization by chemical analysis, 1H and 31P NMR spectroscopy, and mass spectrometry of a series of linear triphenylphosphine gold(I) complexes with substituted N-heterocycle ligands (L), [(PPh3)Au(I)(L)]+, is reported. The reaction of [(PPh3)Au(L)]+ (L = Cl- or substituted N- heterocyclic pyridine) with the C-terminal (Cys3His) finger of HIVNCp7 shows evidence by mass spectrometry (ESI-MS) and 31P NMR spectroscopy of a long-lived {(PPh3)Au}-S-peptide species resulting from displacement of the chloride or pyridine ligand by zinc-bound cysteine with concomitant displacement of Zn2+. In contrast, reactions with the Cys2His2 finger-3 of the Sp1 transcription factor shows significantly reduced intensities of {(PPh3)Au} adducts. The results suggest the possibility of systematic (electronic, steric) variations of carrier group PR3 and leaving group L as well as the nature of the zinc finger in modulation of biological activity. The cytotoxicity, cell cycle signaling effects, and cellular accumulation of the series are also reported. All compounds display cytotoxicity in the micromolar range upon 96 h continuous exposure to human tumor cells. The results may have relevance for the reported inhibition of viral load in simian virus by the gold(I) drug auranofin.

-

, p. 2705 - 2710 (1993)

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Gold nanoparticles on wool in a comparative study with molecular gold catalysts

Borrmann, Thomas,Lim, Teck Hock,Cope, Hannah,Lucas, Kerstin,Lorden, Michael

, p. 13 - 18 (2013)

The catalytic activity of gold chloride nanoparticles is compared to the activity of two molecular gold(I) chloride phosphine complexes for the addition of methanol to 3-hexyne. The phosphines are triphenylphosphine and the bispidinone related bulky 6,8-bis-(4-dimethylamino-phenyl)-3-methyl-9-oxo-7- phenyl-3-aza-7-phospha-bicyclo[3.3.1]nonan-1,5-dicarboxylic acid dimethyl ester. Use of the bulky ligand made the addition reaction selective towards the enol product, meaning that no addition of methanol or water to alkenes, which were produced during the reaction, occurred. In contrast, use of triphenylphosphine gold(I) chloride resulted in the synthesis of a variety of products. The phosphines decomposed during reaction leading to the formation of gold nanoparticles, which were found to be catalytically inactive. Artificially produced gold nanoparticles also proved to be inactive. In contrast, gold chloride nanoparticles deposited on wool were active comparable to the gold phosphine-containing catalysts tested previously. Overall activities observed were low compared to results from the literature suggesting that the operating conditions chosen could be optimised.

Synthesis and reactivity of [Au(2-CH2-6-RC5H3N)(PPh3)] (R = H, Me). X-ray structure of [Ag{Au(2-CH2-6-MeC5H3N)(PPh3)} 2][ClO4]

Casas, J. Enrique,Gimeno, M. Concepcion,Jones, Peter G.,Laguna, Antonio,Laguna, Mariano

, p. 2819 - 2822 (1999)

The reaction of Li(2-CH2-6-RC5H3N) with [AuCl(PPh3)] leads to the mononuclear complexes [Au(2-CH2-6-RC5H3N)(PPh3)] (R = H, Me). These react further with other copper, silver or gold compounds to give heteronuclear derivatives, [M{Au(2-CH2-6-RC5H3N)(PPh3)} 2][X] (M = Cu, X = PF6 or M = Ag, X = ClO4), or the dinuclear complex [Au(2-CH2-6-MeC5H3N)]2. The crystal structure of [Ag{Au(2-CH2-6-MeC5H3N)(PPh3)} 2][ClO4] has been determined by X-ray diffraction studies and shows short interactions between the gold and silver centres.

Fibrous nano-silica containing immobilized Ni@Au core-shell nanoparticles: A highly active and reusable catalyst for the reduction of 4-nitrophenol and 2-nitroaniline

Le, Xuanduong,Dong, Zhengping,Zhang, Wei,Li, Xinlin,Ma, Jiantai

, p. 58 - 65 (2014)

A novel, dandelion-like fibrous nano-silica catalyst (Ni@Au/KCC-1) has been synthesized by modifying fibrous nano-silica (KCC-1) with Ni@Au core-shell nanoparticles (NPs). KCC-1 was prepared using a hydrothermal method and has a dandelion-like shape, high surface area, and easy accessibility; KCC-1 can also be functionalized with 3-mercaptopropyltriethoxysilane. The mercaptopropyl groups on the fibers act as robust anchors for the immobilization of Ni@Au NPs, thus preventing the aggregation of the Ni@Au NPs. We investigated the catalytic performance of the Ni@Au/KCC-1 nanocatalyst by reducing 4-nitrophenol to 4-aminophenol in the presence of NaBH4 as a probe reaction. The resulting Ni@Au/KCC-1 nanocatalyst exhibited superior catalytic activity to Ni@Au NPs, which may be attributed to the high accessibility of the KCC-1 support material. To some extent, it also may be due to the poor aggregation of Ni@Au NPs on the KCC-1 nano-silica support. The Ni@Au/KCC-1 nanocatalyst also showed high catalytic activity when used to reduce 2-nitroaniline. It is noteworthy that using Ni cores to fabricate the active sites Ni@Au NPs resulted in a lower amount of Au needed than is typical, because most of the Au-NPs catalyzed reactions occur on the surfaces of the NPs. In addition, the Ni cores give the Ni@Au/KCC-1 nanocatalyst superparamagnetic properties that increase its ease of recovery by a powerful magnet, allowing for it to be reused. The abovementioned approach based on fibrous KCC-1 and Ni@Au NPs provided a useful platform for the fabrication of noble-metal-based nanocatalysts with easy accessibility and a low cost, which may allow for an efficient green alternative for various catalytic reductions.

New Acridine Thiourea Gold(I) Anticancer Agents: Targeting the Nucleus and Inhibiting Vasculogenic Mimicry

Pérez, Sergio A.,De Haro, Concepción,Vicente, Consuelo,Donaire, Antonio,Zamora, Ana,Zajac, Juraj,Kostrhunova, Hana,Brabec, Viktor,Bautista, Delia,Ruiz, José

, p. 1524 - 1537 (2017)

Two new 1-acridin-9-yl-3-methylthiourea Au(I) DNA intercalators [Au(ACRTU)2]Cl (2) and [Au(ACRTU) (PPh3)]PF6 (3) have been prepared. Both complexes were highly active in the human ovarian carcinoma cisplatin-sensitive A2780 cell line, exhibiting IC50 values in the submicromolar range. Compounds 2 and 3 are also cytotoxic toward different phenotypes of breast cancer cell lines MDA-MB-231 (triple negative), SK-BR-3 (HER2+, ERα-, and ERβ-), and MCF-7 (ER+). Both complexes induce apoptosis through activation of caspase-3 in vitro. While inhibition of some proteins (thiol-containing enzymes) seems to be the main mechanism of action for cytotoxic gold complexes, 2 and 3 present a DNA-dependent mechanism of action. They locate in the cell nucleus according to confocal microscopy and transmission electronic microscopy. The binding to DNA resulted to be via intercalation as shown by spectroscopic methods and viscometry, exhibiting a dose-dependent response on topoisomerase I mediated DNA unwinding. In addition, 2 and 3 exhibit potent antiangiogenic effects and are also able to inhibit vasculogenic mimicry of highly invasive MDA-MB-231 cells.

Radical-involved photosynthesis of AuCN oligomers from Au nanoparticles and acetonitrile

Li, Renhong,Kobayashi, Hisayoshi,Tong, Jiawei,Yan, Xiaoqing,Tang, Yu,Zou, Shihui,Jin, Jiabin,Yi, Wuzhong,Fan, Jie

, p. 18286 - 18294 (2012)

We show here the first radical route for the direct photosynthesis of AuCN oligomers with different sizes and shapes, as evidenced by TEM observations, from an Au nanoparticle/benzaldehyde/CH3CN ternary system in air under UV-light irradiation. This photochemical route is green, mild, and universal, which makes itself distinguishable from the common cyanidation process. Several elementary reaction steps, including the strong C-C bond dissociation of CH3CN and subsequent ?CN radical addition to Au, have been suggested to be critical in the formation of AuCN oligomers based on the identification of ?CN radical by in situ EPR and the radical trapping technique, and other reaction products by GC-MS and 1H NMR, and DFT calculations. The resulting solid-state AuCN oligomers exhibit unique spectroscopic characters that may be a result of the shorter Au-Au distances (namely, aurophilicity) and/or special polymer-like structures as compared with gold cyanide derivatives in the aqueous phase. The nanosized AuCN oligomers supported on mesoporous silica showed relatively good catalytic activity on the homogeneous annulation of salicylaldehyde with phenylacetylene to afford isoflavanones employing PBu3 as the cocatalyst under moderate conditions, which also serves as evidence for the successful production of AuCN oligomers.

Induced Circular Dichroism in Phosphine Gold(I) Aryl Acetylide Urea Complexes through Hydrogen-Bonded Chiral Co-Assemblies

Dubarle-Offner, Julien,Moussa, Jamal,Amouri, Hani,Jouvelet, Benjamin,Bouteiller, Laurent,Raynal, Matthieu

, p. 3985 - 3990 (2016)

Phosphine gold(I) aryl acetylide complexes equipped with a central bis(urea) moiety form 1D hydrogen-bonded polymeric assemblies in solution that do not display any optical activity. Chiral co-assemblies are formed by simple addition of an enantiopure (metal-free) complementary monomer. Although exhibiting an intrinsically achiral linear geometry, the gold(I) aryl acetylide fragment is located in the chiral environment displayed by the hydrogen-bonded co-assemblies, as demonstrated by induced circular dichroism (ICD). Phosphine gold(I) aryl acetylide complexes equipped with a central bis(urea) moiety form hydrogen-bonded supramolecular polymers in solution that do not display any optical activity. Co-assembly with a chiral (metal-free) co-monomer is used to place the intrinsically achiral gold(I) aryl acetylide fragment in a chiral environment, as demonstrated by induced circular dichroism (ICD).

Oxidative Addition to Gold(I) by Photoredox Catalysis: Straightforward Access to Diverse (C,N)-Cyclometalated Gold(III) Complexes

Tlahuext-Aca, Adrian,Hopkinson, Matthew N.,Daniliuc, Constantin G.,Glorius, Frank

, p. 11587 - 11592 (2016)

Herein, we report the oxidative addition of aryldiazonium salts to ligand-supported gold(I) complexes under visible light photoredox conditions. This method provides experimental evidence for the involvement of such a process in dual gold/photoredox-catalyzed reactions and delivers well-defined (C,N)-cyclometalated gold(III) species. The remarkably mild reaction conditions and the ability to widely vary the ancillary ligand make this method a potentially powerful synthetic tool to access diverse gold(III) complexes for systematic studies into their properties and reactivity. Initial studies show that these species can undergo chloride abstraction to afford Lewis acidic dicationic gold(III) species.

Behavior of dodecahydro-closo-dodecaborate anion B12H 12 2- in reaction with Au(Ph3P)Cl

Avdeeva,Malinina,Belousova,Goeva,Polyakova,Kuznetsov

, p. 524 - 529 (2011)

The reaction of the anion B12H 12 2- with [Au(Ph3P)Cl] in acetonitrile was studied. The nature of the initial cation of the closo-dodecaborate and the reagent ratio was shown to affect complexing. The X-ray structures of compounds Au(Ph3P) 2[AgB12H12] (I) and [Au9(Ph 3P)8]B24H23 (II) were determined. Complex I is the first example where B12H 12 2- is coordinated to silver(I) atoms in the face coordination mode. In complex II, B12H 12 2- is oxidized to the dimeric trianion B24H 23 3- where the two icosahedra are linked by a B-H-B′ bridge.

Anionic N-Heterocyclic Carbene Complexes of Gold(I) as Precatalysts for Silver-Free Cycloisomerization of Enynes

Bastin, Stéphanie,Barthes, Cécile,Lugan, No?l,Lavigne, Guy,César, Vincent

, p. 2216 - 2221 (2015)

The anionic malonate-derived N-heterocyclic carbene maloNHC readily and efficiently reacts with AuCl(tht) to generate the corresponding anionic gold(I) complexes of type [(maloNHC)AuCl](M). A stoichiometric reaction of these complexes with triphenylphosphine affords the zwitterionic complex [(maloNHC)Au(PPh3)]. Although totally insoluble in the reaction medium, the [(maloNHC)AuCl](M) salts were shown to be suitable precatalysts for the cycloisomerization of 1,6-enynes through the in situ generation of soluble zwitterionic catalytic species of the type [(maloNHC)Au]. The anionic maloNHC-gold(I) complexes, synthesized as their Li+, K+, and Et4N+ salts, were fully characterized and used as precatalysts in the silver-free Au-catalyzed cycloisomerization reaction of 1,6-enynes. It was revealed that the nature of the countercation has a strong influence on the catalyst efficiency. The potassium salt appeared to be the best catalyst affording yields of up to 99?%.

Structural evolution of atomically precise thiolated bimetallic [Au 12+ nCu32(SR)30+ n]4- (n = 0, 2, 4, 6) Nanoclusters

Yang, Huayan,Wang, Yu,Yan, Juanzhu,Chen, Xi,Zhang, Xin,H?kkinen, Hannu,Zheng, Nanfeng

, p. 7197 - 7200 (2014)

A series of all-thiol stabilized bimetallic Au-Cu nanoclusters, [Au 12+nCu32(SR)30+n]4- (n = 0, 2, 4, 6 and SR = SPhCF3), are successfully synthesized and characterized by X-ray single-crystal analysis and density functional theory (DFT) calculations. Each cluster consists of a Keplerate two-shell Au12@Cu20 core protected by (6 - n) units of Cu2(SR)5 and n units of Cu2Au(SR)6 (n = 0, 2, 4, 6) motifs on its surface. The size and structural evolution of the clusters is atomically controlled by the Au precursors and countercations used in the syntheses. The clusters exhibit similar optical absorption properties that are not dependent on the number of surface Cu2Au(SR)6 units. Although DFT suggests an electronic structure with an 18-electron superatom shell closure, the clusters display different thermal stabilities. [Au12+nCu32(SR) 30+n]4- clusters with n = 0 and 2 are more stable than those with n = 4 and 6. Moreover, an oxidation product of the clusters, [Au 13Cu12(SR)20]4-, is structurally identified to gain insight into how the clusters are oxidized.

Catalyst-dependent selectivity in the relay catalytic branching cascade

Bansode, Avinash H.,Shaikh, Aslam C.,Kavthe, Rahul D.,Thorat, Shridhar,Gonnade, Rajesh G.,Patil, Nitin T.

, p. 2319 - 2323 (2015)

The synthesis of small organic molecules as probes for discovering new therapeutic agents has been an important aspect of chemical biology. One of the best ways to access collections of small molecules is to use various techniques in diversity-oriented synthesis (DOS). Recently, a new form of DOS, namely relay catalytic branching cascades (RCBCs), has been introduced, wherein a common type of starting material reacts with several scaffold-building agents (SBAs) to obtain structurally diverse molecular scaffolds under the influence of catalysts. Herein, the RCBC reaction of a common type of substrate with SBAs is reported to give two different types of molecular scaffolds and their formation is essentially dependent on the type of catalyst used.

Bis(1,2,3-thiadiazole)s as precursors in the synthesis of bis(alkynethiolate)gold(I) derivatives

Cerrada, Elena,Laguna, Mariano,Lardies, Nora

, p. 137 - 146 (2009)

The cleavage of bis(1,2,3-thiadiazole)s in the presence of strong bases in situ gives bis(alkynethiolate)s, which provide bis(alkynethiolate)gold(I) derivatives with the general formula [Au2(S-C≡C-spacer- C≡C-S)L2] (L = monophosphanes; spacer = none, 1,4-C 6H4, 1,3-C6H4, 2,7-C 15H12 and 3,5-C7H7N). The dinuclear structure was confirmed by X-ray diffraction studies of the complexes (PPN) 2[Au2(S-C≡C-C≡C-S)(C6F 5)2] and [Au2{3,5-(S-C≡C) 2-C7H7N}(PPh3)2] {PPN = bis(triphenylphosphane)iminium}. The use of diphosphanes gives complexes with higher nuclearity and cyclic structures. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

Syntheses and structures of the heterometallic clusters [(Ph 3PAu)3Re(CO)4], [(Ph3PAu) 4Re(CO)4]+, [(Ph3PAu) 6AuRe2(CO)8]+, and [(Ph 3PAu)6Re(CO)3]+

Pivoriunas,Richter,Str?hle

, p. 4301 - 4306 (2005)

The reaction of [HRe3(CO)12]2- with an excess of Ph3PAuCl in CH2Cl2 yields [(Ph 3PAu)4Re(CO)4]+ as the main product, which crystallizes as [(Ph3PAu)4Re(CO) 4]PF6·CH2Cl2 (1·CH2Cl2) after the addition of KPF 6.The crystal structure determination reveals a trigonal bipyramidal Au4Re cluster with the Re atom in equatorial position. If [(Ph 3PAu)4Re(CO)4]+ is reacted with PPh4Cl, a cation [Ph3PAu]+ is eliminated as Ph3PAuCl, and the neutral cluster [(Ph3PAu) 3Re(CO)4] (2) is formed.It combines with excess [(Ph 3PAu)4Re(CO)4]+ to afford the cluster cation, [(Ph3PAu)6AuRe2(CO) 8]+. It crystallizes from CH2Cl2 as[(Ph3PAu)6AuRe2(CO)8]PF 6·4CH2Cl2 (3·4CH 2Cl2). In [(Ph3PAu)3Re(CO) 4] the metal atoms are arranged in form of a lozenge while in [(Ph3PAu)6AuRe2(CO)8]+ two Au4Re trigonal bipyramids are connected by a common axial Au atom. The treatment of [(Ph3PAu)4Re(CO)4] + with KOH and Ph3PAuCl in methanol yields the cluster cation [(Ph3PAu)6Re(CO)3]+, which crystallizes with PF6- from CH2Cl2 as [(Ph 3PAu)6Re(CO)3]PF6·CH 2Cl2 (4·CH2Cl2). The metal atoms in this cluster form a pentagonal bipyramid with the Re atom in the axial position.

Anti-fibrotic activity of gold and platinum complexes – Au(I) compounds as a new class of anti-fibrotic agents

Camacho, Ehxciquiel Jaeroume M.,Grice, Kyle A.,Patil, Shivaputra,Ramachandran, Akshaya,Stratton, Matthew,Waris, Gulam

, (2020)

Molecular gold(I) and platinum(II) species were examined for the inhibition of liver fibrosis and the hepatitis C virus (HCV). Determination of inhibition efficiency was conducted via morphological analysis, cell viability, western blot analysis, and quantitative reverse transcription polymerase chain reaction (RT-PCR). Auranofin and Ph3PAuCl demonstrated the greatest inhibition of liver fibrosis amongst the tested gold species in human hepatic stellate LX-2 cells. Western blot analysis indicated that auranofin and Ph3PAuCl prevent signal transducer and activator of transcription 3 (STAT3) phosphorylation, which may be a key connection to fibrosis and inflammation. Auranofin and Ph3PAuCl also reduced expression of HCV-nonstructural protein 3 (NS3) and HCV-NS5a proteins in a HCV subgenomic replicon system. These results demonstrate significant promise for the use of gold compounds in treating liver diseases such as HCV.

Fernandez, Eduardo J.,Jones, Peter G.,Laguna, Antonio,Mendia, Aranzazu

, p. 229 - 234 (1994)

Enhanced magneto-optical properties of semiconductor EuS nanocrystals assisted by surface plasmon resonance of gold nanoparticles

Kawashima, Akira,Nakanishi, Takayuki,Shibayama, Tamaki,Watanabe, Seiichi,Fujita, Koji,Tanaka, Katsuhisa,Koizumi, Hitoshi,Fushimi, Koji,Hasegawa, Yasuchika

, p. 14438 - 14445 (2013)

Remarkable magneto-optical properties of a new isolator material, that is, europium sulfide nanocrystals with gold (EuS-Au nanosystem), has been demonstrated for a future photo-information technology. Attachment of gold particles that exhibit surface plasmon resonance leads to amplification of the magneto-optical properties of the EuS nanocrystals. To construct the EuS-Au nanosystems, cubic EuS and spherical Au nanocrystals have been joined by a variety of organic linkers, that is, 1,2-ethanedithiol (EDT), 1,6-hexanedithiol (HDT), 1,10-decanedithiol (DDT), 1,4-bisethanethionaphthalene (NpEDT), or 1,4-bisdecanethionaphthalene (NpDDT). Formation of these systems was observed by XRD, TEM, and absorption spectra measurements. The magneto-optical properties of the EuS-Au nanosystem have been characterized by using Faraday rotation spectroscopy. The Faraday rotation angle of the EuS-Au nanosystem is dependent on the Au particle size and interparticle distance between EuS and Au nanocrystals. Enhancement of the Faraday rotation of EuS-Au nanosystems was observed. The spin configuration in the excited state of the EuS-Au nanosystem was also investigated using photo-assisted electron paramagnetic resonance. Copyright

PPh3AuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides

An, Juzeng,Lombardi, Lorenzo,Grilli, Stefano,Bandini, Marco

, p. 7380 - 7383 (2018)

A new catalytic methodology for the direct dearomatization of substituted 2-naphthols via intermolecular condensation with allenamides is presented. PPh3AuTFA (5 mol?%) promotes the formal allylating dearomative protocol under mild conditions, large scope (24 examples), and high regioselectivity and stereoselectivity. The synergistic catalytic role played by the [PPh3Au]+ (π-acid) and TFA- (Lewis base) is highlighted.

Dinuclear Au(I), Au(II) and Au(III) Complexes with (CF2)n Chains: Insights into The Role of Aurophilic Interactions in the Au(I) Oxidation

Portugués, Alejandro,Bautista, Delia,Gil-Rubio, Juan

, p. 15815 - 15822 (2021)

New dinuclear Au(I), Au(II) and Au(III) complexes containing (CF2)n bridging chains were obtained. Metallomacrocycles [Au2{μ-(CF2)4}{μ-diphosphine}] show an uncommon figure-eight structure, the helicity inversion barrier of which is influenced by aurophilic interactions and steric constraints imposed by the diphosphine. Halogenation of LAu(CF2)4AuL (L=PPh3, PMe3, (dppf)1/2, (binap)1/2) gave [Au(II)]2 species, some of which display unprecedented folded structures with Au?Au bonds. Aurophilic interactions facilitate this oxidation process by preorganizing the starting [Au(I)]2 complexes and lowering its redox potential. The obtained [Au(II)]2 complexes undergo thermal or photochemical elimination of R3PAuX to give Au(III) perfluorinated auracycles. Evidence of a radical mechanism for these decomposition reactions was obtained.

Mixed gold(I)-gold(III) complexes with bridging selenido ligands. Theoretical studies of the gold(I)-gold(III) interactions

Canales, Silvia,Crespo, Olga,Gimeno, M. Concepcion,Jones, Peter G.,Laguna, Antonio,Mendizabal, Fernando

, p. 4812 - 4818 (2001)

The gold(I) compounds [Se(AuPPh3)2] and [Se{Au2(μ-dppf)}] (dppf = 1,1′-bis(diphenylphosphino)ferrocene) react with 1 and 2 equiv of [Au(C6F5)3OEt2] to give the mixed gold(I)-gold(III) derivatives [Se(AuPPh3)2{Au(C6 F5)3}n] and [Se{Au2(μ-dppf)}{Au(C6 F5)3}n] (n = 1, 2). The reaction of [Se(AuPPh3)2] with [Au(C6F5)2Cl]2 affords the complex [{Se(AuPPh3)}2{μ-Au-(C6 F5)2}2]. The crystal structures of [Se{Au2(μ-dppf)}{Au(C6F5)3}] and [{Se(AuPPh3)}2{μ-Au-(C6 F5)2}2] have been characterized by X-ray diffraction studies. They show dissimilar Au(I)??Au(III) distances, indicating the presence of weak interactions. Quasi-relativistic pseudopotential calculations on [Se(AuPH3)2(AuR3)], [Se(AuPH3) (AuR3)2]- (R = -H, -CH3), and [{Se(AuPH3)}2 {Au(CH3)2}2] models have been performed at Hartree-Fock and second-order M?ller-Plesset perturbation theory levels. There is a good agreement between experimental and theoretical geometries at the MP2 level.

Silver(I) and gold(I) complexes with sulfasalazine: Spectroscopic characterization, theoretical studies and antiproliferative activities over Gram-positive and Gram-negative bacterial strains

Corbi, Pedro P.,Fiori-Duarte, Ana Thereza,Lustri, Wilton R.,Manzano, Carlos M.,de Paiva, Raphael Enoque F.

, (2020)

The emergence of bacterial strains resistant to antibiotics, such as the sulfonamides (sulfa drugs), is currently a case of concern. The synthesis of metal complexes using well-known antibacterial agents and bioactive metals has proven to be an excellent strategy in the development of new and more active metallodrugs. Herein, we report the synthesis, structural characterization and antibacterial analysis of new gold(I) and silver(I) complexes with the sulfa drug sulfasalazine (ssz). Elemental, thermal and high-resolution mass spectrometric measurements indicated a 1:1:1 Au/ssz/Ph3P molar composition for the gold(I) complex (Ph3P - triphenylphosphine), while for the silver(I) complex the molar composition was 1:1 Ag/ssz. Solution state NMR and infrared spectroscopic data suggest that ssz coordinates to silver(I) and gold(I) by the oxygen atoms of the deprotonated carboxylic group. The coordination mode of the carboxylate was supported by density functional theory (DFT) calculations, which reinforces a monodentate coordination for the gold(I) complex and a bridged bidentate mode for the silver(I) one, with the molecular formulas [(Ph3P)Au(ssz)] and [Ag(ssz)]2, respectively. Antibacterial activity assays indicated the sensitivity of Gram-positive (Staphylococcus aureus and Bacillus cereus) and Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacterial strains to [Ag(ssz)]2 and [(Ph3P)Au(ssz)] complexes, while the free ligand was not able to inhibit the growth of any tested bacteria. The non-interaction of the complexes with deoxyribonucleic acid (DNA) was also demonstrated, which suggests that this biomolecule is not a preferential target for the compounds.

Visible-Light-Assisted Gold-Catalyzed Fluoroarylation of Allenoates

Feng, Chao,Tang, Hai-Jun,Zhang, Xinggui,Zhang, Yu-Feng

supporting information, p. 5242 - 5247 (2020/02/28)

A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β-fluoroalkyl-containing cinnamate derivatives. The reaction proceeds through visible-light-promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio- and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.

GOLD COMPOSITIONS AND METHODS OF USE THEREOF

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Paragraph 0075; 0117; 0118; 0120; 0122, (2020/03/05)

Gold compounds and pharmaceutically acceptable salts thereof are disclosed. Certain compounds and salts are active as antibacterial, antifungal, and/or anti-parasitic agents. The disclosure provides pharmaceutical compositions containing the gold compounds. Methods of using the gold compounds to treat bacterial infections are disclosed.

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