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Triphenylphosphine sonogashira

Conventional Tetrakis(triphenylphosphine)palladium‐Copper

Triphénylphosphine — Wikipédi

  1. al, catalysée par un complexe de palladium et un sel de cuivre (I) en tant que co- catalyseur. Cette réaction a été publiée par Kenkichi Sonogashira et Nobue Hagihara en 1975
  2. Depends on your substrate. I had a review on Sonogashira some years ago and I had to select from 2000 or so references. I would say all the above recommendations fall into the most common reaction.
  3. Triphenylphosphine, also referred to as PPH 3, is an organophosphorous compound. It readily forms complexes with platinum-metal group salts. Packaging 1 kg in poly bottle 250 g in poly bottl
  4. Sonogashira coupling and Triphenylphosphine · See more » Triphenylphosphine oxide. Triphenylphosphine oxide (often abbreviated TPPO) is the organophosphorus compound with the formula OP(C6H5)3, also written as Ph3PO or PPh3O (Ph. New!!: Sonogashira coupling and Triphenylphosphine oxide · See more » Valence (chemistry

Search results for sonogashira catalyst at Sigma-Aldrich. Compare Products: Select up to 4 products. *Please select more than one item to compar History. The Sonogashira cross-coupling reaction was first reported by Kenkichi Sonogashira, Yasuo Tohda, and Nobue Hagihara in their 1975 publication. [4] It is an extension to the Cassar and Dieck and Heck reactions, which afford the same reaction products, but use harsh reaction conditions, such as high temperature, to do so.Both of these reactions make use of a palladium catalyst to carry. La triphénylphosphine est additionnée au milieu de façon à stabiliser l'espèce catalytique en solution. Cependant, d'autres phosphines peuvent aussi être utilisées. Couplage de Sonogashira Principe général: Sonogashira et al. Tetrahedron Lett. 1975, 4467. Cycle catalytiqu

The Sonogashira coupling is a modification of the Castro-Stephens coupling with added palladium and in situ preparation of the copper acetylide. The reaction mechanism is not clearly understood but in the textbook mechanism revolves around a palladium cycle and a copper cycle. Sonogashira reaction mechanism. The palladium cycle: The active palladium catalyst is the 14 electron compound Pd(0)L. ^ The Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry Rafael Chinchilla and Carmen Nájera Chem. Rev.; 2007; 107(3) pp 874 - 922; (Review) doi:10.1021/cr050992x ^ Andrew G. Myers and Peter S. Dragovich (1998). Synthesis of functionalized enynes by palladium/copper-catalyzed coupling reactions of acetylenes with (Z)-2. Designing Homogeneous Copper-Free Sonogashira Reaction through a Prism of Pd−Pd Transmetalation Bruno A. Martek, Martin Gazvoda, Damijana Urankar, and Janez Košmrlj * Cite This: Org. Lett. 2020, 22, 4938−4943 Read Online ACCESS Metrics & More Article Recommendations *sı Supporting Information ABSTRACT: Simultaneous introduction of two different palladium (pre)catalysts, one tuned to. Sonogashira coupling and Alkyne · See more » Bcr-Abl tyrosine-kinase inhibitor. Bcr-Abl tyrosine-kinase inhibitors (TKI) are the first-line therapy for most patients with chronic myelogenous leukemia (CML). New!!: Sonogashira coupling and Bcr-Abl tyrosine-kinase inhibitor · See more » Bis(triphenylphosphine)palladium chlorid

Synthesis and Characterization of Triphenylphosphine

  1. Bis(triphenylphosphine)palladium chloride is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands. It is a yellow solid that is soluble in some organic solvents. It is used for palladium-catalyzed coupling reactions, e.g. the Sonogashira-Hagihara reaction. The complex is square planar. Many analogous complexes are known with different phosphine ligands
  2. al alkynes reacted with aryl iodides and aryl bromides in the presence of 3-(2-a
  3. al alkyne and an aryl or vinyl halide. − ≡ − + ′ − → − ≡ − ′ R': Aryl or Vinyl; X: I, Br, Cl or OTf; The Sonogashira cross-coupling reaction has been employed in a wide variety of areas.
  4. Palladium triphenylphosphine complexes are important because of their numerous applications in organic synthesis and catalysis. A new binary palladium triphenylphosphine complex shows an unprecedented triphenylphosphine bonding mode. 766 Yellow [(PPh 3) 2 Pd(μ-OH)] 2 (BF 4) 2 767 is only slightly soluble in CH 2 Cl 2 but rapidly dissolves to give a red solution when ethanol is added
  5. Palladium - Triphenylphosphine - Palladium(II) chloride - Tetrakis(triphenylphosphine)palladium(0) - Sonogashira coupling - Coordination complex - Chloride - Cross-coupling reaction - Square planar molecular geometry - Hydrazine - Suzuki reaction - Metal phosphine complex - NanoPutian - Bis(triphenylphosphine)platinum chloride - Copper(I) iodide - Metal halide
Organopalladium - Wikipedia

Read Conventional Tetrakis(triphenylphosphine)palladium‐Copper(I) Iodide‐Catalyzed Sonogashira Coupling of Free and BOC‐ Protected Propargylic Amines On Water, Advanced Synthesis & Catalysis on DeepDyve, the largest online rental service for scholarly research with thousands of academic publications available at your fingertips In this study, new six Pd-based complexes containing mixture N-heterocyclic carbene (NHC) and triphenylphosphine (PPh3) ligands were synthesized from the reaction of the (NHC)PdI2(pyridine) with PPh3. The new (NHC)PdI2(PPh3) complexes were characterized using FTIR, 1H-NMR, 13C-NMR, and 31P-NMR spectroscopy and elemental analyses techniques. These spectra are consistent with the proposed.

Triphenylphosphine (C6H5)3P - PubChe

History. The Sonogashira cross-coupling reaction was first reported by Kenkichi Sonogashira, Yasuo Tohda, and Nobue Hagihara in their 1975 publication. It is an extension to the Cassar and Dieck and Heck reactions, which afford the same reaction products, but use harsh reaction conditions, such as high temperature, to do so.Both of these reactions make use of a palladium catalyst to carry out. Palladium chloride is placed in a 3 necked round bottomed flask which is fitted with a thermometer and a filter stick attached to a second inverted 3 necked round bottomed flask. DMSO is added, followed by triphenylphosphine. The mixture is heated to 140 o C using an oil bath with stirring in order to dissolve all the solid (a small amount of solid does not seem to dissolve)

Sonogashira coupling and cyclization reactions on alumina

Sonogashira Coupling, 978-613-3-63834-1, High Quality Content by WIKIPEDIA articles! In organic chemistry, a Sonogashira coupling is a coupling reaction of terminal alkynes with aryl or vinyl halides. This reaction was first reported by Kenkichi Sonogashira and Nobue Hagihara in 1975. Typically, two catalysts are needed for this reaction: a zerovalent palladium complex and a halide salt of. In the presence of triphenylphosphine, a novel Cu(II)-catalysed Sonogashira reaction of aryl iodides and bromides with terminal alkynes has been developed, which generates the corresponding cross-coupling products in good yields

Abstract A Sonogashira coupling reaction of aromatic iodides and bromides with terminal alkynes in the presence of palladium powder, potassium fluoride, cuprous iodide, and triphenylphosphine in aq.. Sonogashira reaction has also been applied to modified graphene (Etp) (Fig. 1). Bis(triphenylphosphine) palladium(II) dichloride [Pd(Ph 3P) 2Cl 2], copper iodide (CuI) and triethylamine (Et 3N) were employed as catalyst, co-catalyst and base, respectively. All the reactions were performed in dry N,N-dimethylformamide (DMF) under oxygen-free conditions. The reaction yields of the prepared.

How can I easily remove a Pd-catalyst from my Sonogashira

  1. al alkynes.Cf. Castro-Stephens reaction. Note that EtsN may reduce Pd(II) to Pd(0) as well, where EtsN is oxidized to i
  2. Unlikeliness of Pd-Free Gold(I)-Catalyzed Sonogashira Coupling Reactions (Pentafluorophenyl)gold triphenylphosphine.1 (Perfluorophenyl)gold tetrahydrothiophene (1.60 g, 3.52 mmol) in CH 2Cl 2 (10 mL) was added to a solution of PPh 3 (1.11 g, 4.24 mmol) in CH 2Cl 2 (5 mL). The solution was stirred for 14 h at room temperature. After evaporation of the solvent, the remaining solid was.
  3. al alkynes couple with aryl, alkenyl iodide and aryl bromide in the presence of cuprous iodide, triphenylphosphine, potassium hydroxide and ultrafine particle nickel(0) to provide the corresponding cross-coupling products with high yields

Sonogashira Coupling - Organic Chemistr

  1. e base under nitrogen gas. The Pd catalyst, commonly with two triphenylphosphine ligands, first undergoes oxidative addition with a vinyl or aryl halide to produce a Pd complex. As this is happening, the cocatalyst, Cu+, forms and.
  2. e and dimethyl sulfoxide under microwave irradiation method followed by deprotection of 2-{6-[2- (trimethylsilyl)ethynyl]pyridine-3-yl}-1H-benzimidazole with methanolic sodium hydroxide solution, yielded 2-[6-(ethynyl.
  3. al acetylene is the Sonogashira reactionwhich is widely used in pharmaceuticals and advanced materials [49.
  4. opyridines 1 with ter
  5. ation and Sonogashira coupling are connected through Tetrakis(triphenylphosphine)palladium(0), Diethyla

Couplage de Sonogashira — Wikipédi

A new triphenylphosphine adduct of cyclopalladated ferrocenylpyridazine containing a chloride anion, 2a, has been synthesized from the reaction of the chloride-bridged palladacyclic dimer 1a with triphenylphosphine. The corresponding adducts 3a,b containing iodide anion have been readily prepared through anion exchange reactions of 2a,b with NaI in acetone The Sonogashira reaction is a Csp 2-Csp coupling reaction between an alkyne and a vinyl or aryl halide (Sonogashira et al 1975 DOI).In its original scope the required base was an amine and the principal catalyst based on palladium was accompanied by one based on copper.It was soon found out that this copper is not really needed and introduces a side-reaction called a Glaser coupling and.

What is the best procedure for Sonogashira coupling

An immobilization of copper(I) in organic-inorganic hybrid materials catalyzed Sonogashira coupling reaction was developed. Terminal alkynes reacted with a.. In organic chemistry, a Sonogashira coupling is a coupling reaction of terminal alkynes with aryl or vinyl halides.This reaction was first reported by Kenkichi Sonogashira and Nobue Hagihara in 1975.. Sonogashira coupling Catalyst. Typically, two catalysts are needed for this reaction: a zerovalent palladium complex and a halide salt of copper(I).The palladium complex activates the organic. Regioselectivity of palladium-catalyzed sonogashira cross-coupling of 2-aryl-4-chloro-3-iodoquinoline- derivatives with terminal alkynes. Login . UnisaIR Home → Electronic Theses and Dissertations → Unisa ETD → View Item; JavaScript is disabled for your browser. Some features of this site may not work without it. Show simple item record. dc.contributor.advisor: Mphahlele, M. J. dc. Sonogashira Coupling of 4-Iodoanisole to Propargyl Alcohol; 3-(4-Methoxyphenyl)prop-2-yn-1-ol . SyntheticPage 507 DOI: 10.1039/SP507 Submitted Sep 24, 2011, published Sep 28, 2011. Christopher Kelly (christopher.b.kelly@uconn.edu) A contribution from Leadbeater Group. Chemicals Used. 4-Iodoanisole (98%, Purchased from Sigma-Aldrich) Propargyl Alcohol (99%, Purchased from Sigma-Aldrich) Copper. An immobilization of copper(I) in organic-inorganic hybrid materials catalyzed Sonogashira coupling reaction was developed. Terminal alkynes reacted with aryl iodides and aryl bromides in the presence of 3-(2-aminoethylamino)propyl functionalized silica gel immobilized copper(I) catalyst, triphenylphosphine and potassium carbonate in DMF

Definitions of Sonogashira_coupling, synonyms, antonyms, derivatives of Sonogashira_coupling, analogical dictionary of Sonogashira_coupling (English Stille Coupling. The Stille Coupling is a versatile C-C bond forming reaction between stannanes and halides or pseudohalides, with very few limitations on the R-groups

A series of 2-hydroxyethyl-substituted N-heterocyclic carbene-(NHC)PdX 2 PPh 3 complexes have been synthesized by substitution of the pyridine or 3-chloropyridine ligand in (NHC)PdX 2 (pyridine/3-chloropyridine) complexes with triphenylphosphine. The new complexes were characterized by 1 H, 13 C {1 H}, 31 P {1 H}NMR, FTIR spectroscopy and elemental analysis Abstract Microwave‐assisted transition‐metal‐free Sonogashira‐type coupling reactions are described. The reactions are run in water as the sole solvent, without the need for copper(I) or any transi.. Synthesis of sugar-rods with phytohemagglutinin cross-linking properties by using the palladium-catalyzed Sonogashira reaction. René Roy, Sanjoy K. Das, Francisco Santoyo-González , Fernando Hernández-Mateo, Tarun K. Dam, C. Fred Brewer. Molecular Pharmacology; Research output: Contribution to journal › Article. 47 Scopus citations. Abstract. A palladium-catalyzed Sonogashira reaction. Abstract A Sonogashira coupling reaction of aromatic iodides and bromides with terminal alkynes in the presence of palladium powder, potassium fluoride, cuprous iodide, and triphenylphosphine in aqueous media was developed. The reaction generates the corresponding coupling products aryl alkynes in good to excellent yields

Triphenylphosphine >= 95

  1. A new palladium complex series with N-heterocyclic carbene (NHC), pyridine and phosphine ligands, PdCl 2 (L)NHC (2a-c)(L = NHC), PdCl 2 (L 1)NHC(3a-c)(L 1 = pyridine), PdCl 2 (L 2)NHC(4a-c)(L 2 = triphenylphosphine) was synthesised and fully characterized. The catalytic activities of these complexes were screened for the Sonogashira and Suzuki-Miyaura reactions between arylhalides and.
  2. o coupling. The procedures were also extended to the synthesis of compound libraries
  3. 6 - METAL CATALYSTS CATALYSTS AnD REAGEnTS fROM AcrOs OrgAnics fORTHE SOnOGASHiRA-REACTiOn (Triethylsilyl)acetylene 36873 1 g / 5 g Bis(benzonitrile)palladium(ii) chloride 20790 1 g Trimethylsilylacetylene 98% 20357 5 g / 25 g Bis(triphenylphosphine)palladium(ii)chloride 98% 29925 2,5 g / 5

Sonogashira coupling - Unionpedia, the concept ma

Abstract This study contains the synthesis of the novel series of the 2‐ hydroxyethyl substituted Pd‐based N‐heterocyclic carbene (NHC) / triphenylphosphine (PPh3) complexes. The (NHC)Pd(II)PPh3 co.. The Sonogashira reaction offers an extremely useful route into aryl- and alkenyl-alkynes. The alkyne moiety is usually introduced via its copper salt. This is generated in situ from a Cu(I) salt, such as CuI or CuCN, and a terminal alkyne in the presence of an amine base.17 + Pd(PPh3)2Cl2 Si CuI, Et3N, THF Br O O Si 10667 20357 + Pd(PPh3)2Cl2 TBAF Br MeO MeO 10663 15246 N Br + N N N N N Pd. Sonogashira reaction of bromochromones and-flavones with a bromine atom on their benzene or heterocyclic ring with various terminal alkynes gave the desired products with nearly the same efficiency as the previously used iodine derivatives. The coupling reactions were performed in the presence of [tetrakis(triphenylphosphine)palladium(0)], copper(i) co-catalyst, and triethylamine, resulting in. View Lab Report - SONOGASHIRA CROSS-COUPLING.docx from CHEM 6330 at Georgia State University. THE SYNTHESIS OF 1-NITRO-4-PHENYLETHYNYL-BENZENE VIA SONOGASHIRA CROSS-COUPLING Abstract The synthesis o

(2004). Microwave Irradiated Solventless Sonogashira Reaction on Nickel(0) Powder Doped KF/Al2O3. Synthetic Communications: Vol. 34, No. 15, pp. 2803-2812 Synthesis and characterization of triphenylphosphine adducts of ferrocene-based palladacycles and their performance in the Suzuki and Sonogashira reactions with bromo- and chloroarenes. Bai, Su-Zhen; Xu, Chen; Li, Hong-Mei; Wang, Zhi-Qiang; Fu, Wei-Jun. Molecules; 17(5): 5532-43, 2012 May 09. Inglês | MEDLINE | ID: mdl-22572935 A new triphenylphosphine adduct of cyclopalladated.

A new triphenylphosphine adduct of cyclopalladated ferrocenylpyridazine containing a chloride anion, 2 a , has been.. An Operationally Simple Sonogashira Reaction for an Undergraduate Organic Chemistry Laboratory Class Cranwell, Philippa B.; Peterson, Alexander M.; Littlefield, Benjamin T. R.; Russell, Andrew T. Journal of Chemical Education , v92 n6 p1110-1114 Jun 201 Sonogashira Cross-Coupling Reactions Catalysed by Copper-Free Palladium Zeolites. Published on Dec 1, 2004 in Advanced Synthesis & Catalysis 5.451 · DOI : 10.1002/adsc.200404141 Copy DOI. Laurent Djakovitch 24. Estimated H-index: 24 (CNRS: Centre national de la recherche scientifique), Patrick Rollet 4. Estimated H-index: 4 (CNRS: Centre national de la recherche scientifique).

Sonogashira Decarboxylative Coupling of Aryl Halides and Alkynyl Carboxylic Acids . Journées de Chimie Organique, Sep 2016, Palaiseau, France. 2016. ￿hal-01822869￿ Palladium and Copper Catalyzed Sonogashira DecarboxylativeCoupling of Aryl Halides and Alkynyl Carboxylic Acids Yoan Chevalier, Carine Maaliki, Emilie Thiery*and Jérôme Thibonnet* Laboratoire d'Infectiologie et Santé. دانلود مقالات isi انگلیسی درباره اتصال سونوگاشیرا با ترجمه فارسی - مقالات الزویر ساینس دایرکت Science Direc Sonogashira Coupling: Surhone, Lambert M., Tennoe, Mariam T., Henssonow, Susan F.: Amazon.com.au: Book I declare that REGIOSELECTIVITY OF PALLADIUM-CATALYZED SONOGASHIRA CROSS-COUPLING OF 2-ARYL-4-CHLORO-3-IODOQUINOLINE DERIVATIVES WITH TERMINAL ALKYNES is my own work and that all the sources that I have used or quoted have been indicated and acknowledged by means of complete references. _____ _____ SIGNATURE DATE (MS H.R MAKELANE) ii This thesis is dedicated to my mother, N. E Machimane and my.

Bis(triphenylphosphine)palladium chloride Bispalladium chloride is a coordination compound of palladium containing two triphenylphosphine and two chloride ligands. It is a yellow solid, soluble in some organic solvents, it is used for e.g. the Sonogashira -- Hagihara reaction pyrazole-3-(2H)-one (L) in presence of triphenylphosphine (PPh 3) or 1,2-bis(diphenylphosphino)ethane (dppe) as an ancillary ligand. The UV-visible spectra indicate that, the ancillary phosphine ligands significantly perturb the MLCT state of copper(I) complexes. The thermally stable 1a-c and 2a-c complexes exhibit quasireversible redox behaviour corresponding to Cu(I)/Cu(II) couple. All. Triphenylphosphine Oxide Chemistry Chemical Reaction is a 1100x777 PNG image with a transparent background. Tagged under Triphenylphosphine Oxide, Triphenylphosphine, Chemistry, Oxide, Chemical Reaction, Phosphine Oxide, Mitsunobu Reaction [Pd(PPh3)4]/Cul served as an efficient catalyst for the reaction of three readily available starting materials to give 3-(diarylmethylene)indolin-2-ones, e.g., I, through a sequence of intermol. Sonogashira reaction/intermol. carbopalladation/C-H activation/C-C bond formation. Three C-C bonds were thereby formed as a result of three distinct catalytic cycles with one catalyst

Sonogashira coupling is a useful and easy technique to couple terminal alkynes to vinyl or aryl halides discovered by Kenkichi Sonogashira from Osaka University in. DeQing Ocean Chemical CO.,Ltd is a compositive entity which is dedicated to the development, production and marketing of chemicals. The corporate headquarters is located in DeQing Zhejiang Provinde with the production base at Leidian Industrial District, Deqing County Palladium is a chemical element with the symbol Pd and atomic number 46. It is a rare and lustrous silvery-white metal discovered in 1803 by the English chemist William Hyde Wollaston.He named it after the asteroid Pallas, which was itself named after the epithet of the Greek goddess Athena, acquired by her when she slew Pallas.Palladium, platinum, rhodium, ruthenium, iridium and osmium form a. . chuỗi phản ứng ghép cặp - cộng - ngưng tụ vòng Một vài nghiên cứu gần đây Phản ứng ghép cặp Sonogashira được sử dụng trong tổng hợp các hợp chất với những ứng dụng khác nhau • Phản ứng ghép. Phản ứng Sonogashira Điều kiện phản ứng 3 Cơ chế 5 Mộ

Tetrakis(triphenylphosphine)palladium(0) - Chem-ImpexChem-Impex International, IncMolecules | Free Full-Text | Synthesis and In-vitroSynthesis of Fluorescent oligo(p-phenyleneethynyleneUS20020025960A1 - Heterocycle carboxamides as antiviralThe acid-catalysed synthesis of 7-azaindoles from 3

Two palladium(II) nitroaryl complexes trans-[bromo(p-nitrophenyl)bis(triphenylphosphine)palladium(II)] 1 and trans-[bromo(2,4-dinitrophenyl)bis(triphenylphosphine)palladium(II)] 2 have been synthesized. The complexes were characterized by FTIR and NMR (1H,13C and31P) spectroscopy and elemental analysis. The molecular structure of complex 2, as confirmed by X-ray crystallography, reveals that. A heterogeneous catalyst, nanosized MCM-41-Pd, was used to catalyze the Sonogashira coupling of aryl and heteroaryl halides with terminal alkynes in the presence of CuI and triphenylphosphine. The coupling products were obtained in high yields using low Pd loadings to 0.01 mol%, and the nanosized MCM-41-Pd catalyst was recovered by centrifugation of the reaction solution and re-used in further. (triphenylphosphine)palladium(II) dichloride, with copper(I) iodide as a cocatalyst, in triethylamine at room temperature, so a range of products can be prepared within a single group and results compared. The coupling itself is usually complete within 1.5 h and is easily monitored by TLC, leaving up to 6 h for purification and characterization. Purification is by mini flash column. Preparation of phenyl alkynes from aryl iodides and terminal alkynes via the Sonogashira reaction Posted by Tony on Friday, July 10, 2015 · Leave a Comment J. Med. Chem., 1993, 36, 3321-333 Spectra for: Carbamoyl-SubstitutedN-Heterocyclic Carbene Complexes of Palladium(II): Application to Sonogashira Cross-Coupling Reactions Robert A. Batey, Ming Shen, Alan J. Lough Compound 3 CIS-(3-PYRROLIDINCARBAMOYL-1-METHYLIMIDAZOLIN-2-YLIDENE)-(TRIPHENYLPHOSPHINE)-PALLADIUM-(II)-DIIODID

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