Category: 852445-84-2

The author of 《Synthetic routes to [Au(NHC)(OH)] (NHC = N-heterocyclic carbene) complexes》 were Gomez-Suarez, Adrian; Ramon, Ruben S.; Slawin, Alexandra M. Z.; Nolan, Steven P.. And the article was published in Dalton Transactions in 2012. Recommanded Product: 852445-84-2 The author mentioned the following in the article:

New procedures for the synthesis of [Au(NHC)(OH)] (NHC = N-heterocyclic carbene = IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, SIPr = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene) are reported. Initially, a two-step reaction via the digold complex [{Au(NHC)}2(μ-OH)][BF4] was probed, enabling the preparation of the novel [Au(SIPr)(OH)] complex and of its previously reported congener [Au(IPr)(OH)]. After further optimization, a 1-step procedure was developed. The mol. structure of [Au(SIPr)(OH)] was determined by x-ray crystallog.Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Recommanded Product: 852445-84-2) was used in this study.

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Recommanded Product: 852445-84-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Thiolate Bridged Gold(I)-NHC Catalysts: New Approach for Catalyst Design and its Application to Trapping Catalytic Intermediates》 was published in Chemistry – A European Journal in 2019. These research results belong to Visbal, Renso; Herrera, Raquel P.; Gimeno, M. Concepcion. Category: imidazoles-derivatives The article mentions the following:

New dinuclear N-heterocyclic carbene gold complexes [[(NHC)Au]2(μ-SC6F5)][OTf] (5-8; NHC = IPr, SIPr, IMes, SIMes) with bridging thiolate ligands have been designed as catalytic precursors with desired properties such as stability, recyclability and that do not require additives. The dinuclear compounds 5-8 could slowly release the active catalytic species [Au(NHC)]+ and the precursor [Au(SC6F5)(NHC)] in solution, which means that both species would remain stable throughout the catalytic cycle and the pre-catalyst could easily be recovered. The properties exhibited by the complexes have been taken advantage of to gain new insights on the gold-catalyzed hydroalkoxylation of alkynes, with the aim of clarifying all the steps of the catalytic cycle, together with the characterization of intermediates and final products. Isolation and characterization of the pure final spiroketals and the thermodn. intermediate have been achieved for the first time. Moreover, the kinetic intermediate has also been detected for the first time. In the experimental materials used by the author, we found Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Category: imidazoles-derivatives)

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Category: imidazoles-derivatives In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Cytotoxic effects of gold(I) complexes against colon, cervical and osteo carcinoma cell lines: a mechanistic approach》 was published in New Journal of Chemistry in 2019. These research results belong to Sulaiman, Adam A. A.; Kalia, Namarta; Bhatia, Gaurav; Kaur, Manpreet; Fettouhi, Mohammed; Altaf, Muhammad; Baig, Nadeem; Kawde, Abdel-Nasser; Isab, Anvarhusein A.. SDS of cas: 852445-84-2 The article mentions the following:

Water-soluble gold(I) complexes, [Au(Ipr)(L)]PF6 where L = thiourea (Tu) 1 and N,N’-dimethylthiourea (Me2Tu) 2, were synthesized from the parent 1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidenechloridogold(I) [(Ipr)AuCl] (0). The complexes (0-2) were fully characterized using elemental anal. (EA), FT-IR, 1H and 13C NMR spectroscopy. Single crystal X-ray diffraction anal. shows that both complexes have a near linear geometry. We investigated the in vitro cytotoxic activity of the complexes and cisplatin using an MTT assay against human osteosarcoma (MG-63), colon adenocarcinoma (HCT15), and cervical cancer (HeLa) cell lines. The IC50 values showed that the complexes 1 and 2 exhibit cytotoxicity higher than that of cisplatin against all cancer cell lines. The complex 2 exhibited cytotoxicity less than that of cisplatin against HeLa. The interaction of the complexes with amino acids was tested electrochem. in a phosphate buffer aqueous solution using cyclic voltammetry. Complex 1 interacted more with L-tryptophan than complex 2. The interaction of both complexes with L-tryptophan resulted in the reduction in peak height and peak current of L-tryptophan. Studying the expression levels of caspase-3 and caspase-9 genes provided insight into the cell death mechanism. The treatment of the HCT-15 and HeLa cells with complex 1 resulted in the induction of apoptosis and a significant up-regulation in the expression of both caspase-3 and 9. No significant deviation was noted in the expression of the MG-63 cells treated with complex 1. In addition to this study using Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I), there are many other studies that have used Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2SDS of cas: 852445-84-2) was used in this study.

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. SDS of cas: 852445-84-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Wu, Chung-Yeh; Horibe, Takahiro; Jacobsen, Christian Borch; Toste, F. Dean published an article on January 22 ,2015. The article was titled 《Stable gold(III) catalysts by oxidative addition of a carbon-carbon bond》, and you may find the article in Nature (London, United Kingdom).Reference of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I) The information in the text is summarized as follows:

A gold bis(diisopropylphenyl)imidazolidinylidene complex underwent oxidative addition with biphenylene to yield an N-heterocyclic carbene gold(III) complex I (R = i-Pr); in the presence of silver triflate or hexafluoroantimonate, I generated stable Lewis acidic gold(III) complexes which act as oxophilic Lewis acid catalysts for regioselective Michael addition reactions of enals and a trienal and regioselective reduction and stereoselective Diels-Alder reactions of dienals. In addition an allenyl enal underwent a diastereoselective [2 + 2] cycloaddition reaction in the presence of I and silver hexafluoroantimonate. The origin of the regioselectivity and catalytic activity was elucidated by X-ray crystallog. anal. of an isolated cationic Au(III) cinnamaldehyde complex; the structures of I and of a DMF complex of the Au(III) cation derived from I were also determined by X-ray crystallog. In the part of experimental materials, we found many familiar compounds, such as Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Reference of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I))

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. Reference of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2014,Chemistry – A European Journal included an article by Morozov, Oleg S.; Lunchev, Andrey V.; Bush, Alexander A.; Tukov, Aleksandr A.; Asachenko, Andrey F.; Khrustalev, Victor N.; Zalesskiy, Sergey S.; Ananikov, Valentine P.; Nechaev, Mikhail S.. Product Details of 852445-84-2. The article was titled 《Expanded-Ring N-Heterocyclic Carbenes Efficiently Stabilize Gold(I) Cations, Leading to High Activity in π-Acid-Catalyzed Cyclizations》. The information in the text is summarized as follows:

Six- and seven-membered expanded-ring N-heterocyclic carbene (er-NHC) Au(I) complexes were synthesized using different synthetic approaches. Complexes with weakly coordinating anions [(er-NHC)AuX] (X- = BF4-, NTf2-, OTf-) were generated in solution According to their 13C NMR spectra, the ionic character of the complexes increases in the order X- = Cl- < NTf2- < OTf- < BF4-. Addnl. factors for stabilization of the cationic complexes are expansion of the NHC ring and the attachment of bulky substituents at the N atoms. These er-NHCs are bulkier ligands and stronger electron donors than conventional NHCs as well as phosphines and sulfides and provide more stabilization of [(L)Au+] cations. A comparative study was carried out of the catalytic activities of five-, six-, and seven-membered carbene complexes [(NHC)AuX], [(Ph3P)AuX], [(Me2S)AuX], and inorganic compounds of Au in model reactions of indole and benzofuran synthesis. Increased ionic character of the complexes was correlated with increased catalytic activity in the cyclization reactions. As a result, the authors developed an unprecedentedly active monoligand cationic [(THD-Dipp)Au]BF4 (1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydrodiazepin-2-ylidene Au(I) tetrafluoroborate) catalyst bearing seven-membered-ring carbene and bulky Dipp substituents. Quant. yields of cyclized products were attained in several minutes at room temperature at 1 mol % catalyst loadings. The exptl. observations were rationalized and fully supported by DFT calculations In the part of experimental materials, we found many familiar compounds, such as Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Product Details of 852445-84-2)

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. Product Details of 852445-84-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Gold-Acetonyl Complexes: From Side-Products to Valuable Synthons》 were Gasperini, Danila; Collado, Alba; Gomez-Suarez, Adrian; Cordes, David B.; Slawin, Alexandra M. Z.; Nolan, Steven P.. And the article was published in Chemistry – A European Journal in 2015. Electric Literature of C27H38AuClN2 The author mentioned the following in the article:

A new synthetic strategy was devised giving complexes, such as [Au(IPr)(CH2COCH3)] (IPr = N,N’-bis(2,6-diisopropylphenyl)imidazol-2-ylidene). The approach capitalizes on the formation of a decomposition product observed in the synthesis of [Au(IPr)(Cl)]. A library of Au acetonyl complexes containing the most common N-heterocyclic carbene (NHC) ligands was synthesized. These acetonyl complexes are good synthons for the preparation of numerous organogold complexes. Moreover, they proved to be precatalysts in common Au(I)-catalyzed reactions. In the experimental materials used by the author, we found Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Electric Literature of C27H38AuClN2)

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
Electric Literature of C27H38AuClN2 However, the application of imidazoles is not limited to the field of peptides and peptidomimetics.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Simple Synthetic Routes to Carbene-M-Amido (M = Cu, Ag, Au) Complexes for Luminescence and Photocatalysis Applications》 was written by Tzouras, Nikolaos V.; Martynova, Ekaterina A.; Ma, Xinyuan; Scattolin, Thomas; Hupp, Benjamin; Busen, Hendrik; Saab, Marina; Zhang, Ziyun; Falivene, Laura; Pisano, Gianmarco; Van Hecke, Kristof; Cavallo, Luigi; Cazin, Catherine S. J.; Steffen, Andreas; Nolan, Steven P.. Recommanded Product: Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I) And the article was included in Chemistry – A European Journal on August 16 ,2021. The article conveys some information:

The development of novel and operationally simple synthetic routes to carbene-metal-amido (CMA) complexes [(NHC)M(Cbz)] (NHC = substituted 2-imidazolylidene; HCbz = 9H-carbazole; M = Cu, Ag, Au) of copper, silver and gold relevant for photonic applications are reported. A mild base and sustainable solvents allow all reactions to be conducted in air and at room temperature, leading to high yields of the targeted compounds even on multigram scales. The effect of various mild bases on the N-H metalation was studied in silico and exptl., while a mechanochem., solvent-free synthetic approach was also developed. Our photophys. studies on [M(NHC)(Cbz)] indicate that the occurrence of fluorescent or phosphorescent states is determined primarily by the metal, providing control over the excited state properties. Consequently, we demonstrate the potential of the new CMAs beyond luminescence applications by employing a selected CMA as a photocatalyst. The exemplified synthetic ease is expected to accelerate the applications of CMAs in photocatalysis and materials chem. After reading the article, we found that the author used Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Recommanded Product: Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I))

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. Recommanded Product: Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Simple Synthetic Routes to N-Heterocyclic Carbene Gold(I)-Aryl Complexes: Expanded Scope and Reactivity》 was written by Tzouras, Nikolaos V.; Saab, Marina; Janssens, Wim; Cauwenbergh, Thibault; Van Hecke, Kristof; Nahra, Fady; Nolan, Steven P.. Category: imidazoles-derivatives And the article was included in Chemistry – A European Journal on April 28 ,2020. The article conveys some information:

Transmetalation of arylboronic acids with gold(I) NHC chlorides [LAuCl] afforded arylgold complexes [LAuAr] (Ar = substitutted Ph, 1-naphthyl, 2-furyl; L = 1,3-bis(diisopropylphenyl)-2-imidazolylidene, 4,5-dichloro-1,3-bis(diisopropylphenyl)-2-imidazolylidene, 1,3-di-1-adamantyl-2-imidazolylidene, 1,3-di-tert-butyl-2-imidazolylidene, PPh3). Reactivity of arylgold complexes [LAuAr] towards OH-, NH- and CH-acids (HX) was explored, giving access to complexes [LAuX]. The discovery of sustainable and scalable synthetic protocols leading to gold-aryl compounds bearing N-heterocyclic carbene (NHC) ligands sparked an investigation of their reactivity and potential utility as organometallic synthons. The use of a mild base and green solvents provide access to these compounds, starting from widely available boronic acids and various [Au(NHC)Cl] complexes, with reactions taking place under air, at room temperature and leading to high yields with unprecedented ease. One compound, (N,N’-bis[2,6-(diisopropyl)phenyl]-2-imidazolylidene)(4-methoxyphenyl)gold, ([Au(IPr)(4-MeOC6H4)]), was synthesized on a multigram scale and used to gauge the reactivity of this class of compounds towards C-H/N-H bonds and with various acids, revealing simple pathways to gold-based species that possess attractive properties as materials, reagents and/or catalysts. In the experiment, the researchers used many compounds, for example, Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Category: imidazoles-derivatives)

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Category: imidazoles-derivatives Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthetic Route of C27H38AuClN2On September 20, 2021 ,《Continuous Flow Synthesis of [Au(NHC)(Aryl)] (NHC = N-Heterocyclic Carbene) Complexes》 was published in Chemistry – A European Journal. The article was written by Cauwenbergh, Thibault; Tzouras, Nikolaos V.; Scattolin, Thomas; Bhandary, Subhrajyoti; Simoens, Andreas; Van Hecke, Kristof; Stevens, Christian V.; Nolan, Steven P.. The article contains the following contents:

The use of weak and inexpensive bases has recently opened promising perspectives towards the simpler and more sustainable synthesis of Au(I)-aryl complexes with valuable applications in catalysis, medicinal chem., and materials science. In recent years, continuous manufacturing has shown to be a reliable partner in establishing sustainable and controlled process scalability. Herein, the first continuous flow synthesis of a range of Au(I)-aryl starting from widely available boronic acids and various [Au(NHC)Cl] (NHC = N-heterocyclic carbene) complexes in unprecedentedly short reaction times and high yields is reported. Successful synthesis of previously non- or poorly accessible complexes exposed fascinating reactivity patterns. Via a gram-scale synthesis, convenient process scalability of the developed protocol was showcased. The results came from multiple reactions, including the reaction of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Synthetic Route of C27H38AuClN2)

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Synthetic Route of C27H38AuClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Modulating the Bonding Properties of N-Heterocyclic Carbenes (NHCs): A Systematic Charge-Displacement Analysis》 was published in Chemistry – A European Journal in 2017. These research results belong to Gaggioli, Carlo Alberto; Bistoni, Giovanni; Ciancaleoni, Gianluca; Tarantelli, Francesco; Belpassi, Leonardo; Belanzoni, Paola. Product Details of 852445-84-2 The article mentions the following:

In view of their intensive use as ligands in many reactions catalyzed by transition-metal complexes, modulation of the bonding properties of N-heterocyclic carbenes (NHCs) on a rational basis is highly desirable, which should enable optimization of current applications or even promote new functions. In this paper, we provide a quant. anal. of the chem. bond between a metal fragment AuCl and a series of 29 different NHCs in [(NHC)AuCl] complexes. NHCs electronic properties are modified through: (i) variation of the groups attached to the NHC nitrogen atoms or backbone; (ii) change of unsaturation/size of the NHC ring; (iii) inclusion of paracyclophane moieties; or (iv) heteroatom substitution on the NHC ring. For evaluating the donation and back-donation components of the Dewar-Chatt-Duncanson (DCD) model in the NHC-AuCl bond, we apply the charge-displacement (CD) anal. within the NOCV (natural orbitals for chem. valence) framework, a methodol. that avoids the constraint of using symmetrized structures. We show that modulation of the NHC bonding properties requires substantial modification of their structure, such as, for instance, insertion of two ketone groups into the NHC backbone (which enhances the π back-donation bond component and introduces an effective electronic communication within the NHC ring) or replacement of a nitrogen atom in the ring with an sp3 or sp2 carbon atom (which increases and decreases the π back-donation bond component, resp.). We extend our investigation by quant. comparing the NHC electronic structures for a subset of 13 NHCs in [(NHC)PPh] adducts, the 31P NMR chem. shift values of which are exptl. available. The latter have been considered as a suitable tool for measuring the NHCs π acceptor properties [Bertrand et al., Angew. Chem. Int. Ed. 2013, 52, 2939-2943]. We show that information obtained using the metal fragment can be transferred to the PPh moiety and vice versa. However, the 31P NMR chem. shift values only qual. correlate with the π acceptor properties of the NHCs, with the stronger π acidic carbenes as the most outliners. The results came from multiple reactions, including the reaction of Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2Product Details of 852445-84-2)

Chloro{1,3-bis[2,6-bis(1-methylethyl)phenyl]-4,5-dihydroimidazol-2-ylidene}gold(I)(cas: 852445-84-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. Product Details of 852445-84-2 In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem