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92 protocols using triphenylphosphine

1

Synthesis and Antimicrobial Evaluation of POcQASs

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Tetrakis(triphenylphosphine)palladium(0) (Pd(PEt3)4) (CAS: 14221-01-3), copper iodide (CuI) (CAS: 7681-65-4), 1,3,5-tribromobenzene (C6H3Br3) (CAS: 626-39-1), triphenylphosphine (PPh3) (CAS: 603-35-0), (trimethylsilyl)acetylene (C5H10Si) (CAS: 1066-54-2), dichloromethane (DCM) (CAS: 75-09-2), anhydrous magnesium sulfate (MgSO4) (CAS: 139939-75-6), sodium bicarbonate (NaHCO3) (CAS: 144-55-8), petroleum ether (PE) (CAS: 8032-32-4), ethyl acetate (EA) (CAS: 141-78-6), tetrabutylammonium fluoride (TBAF), solution in THF (1M) (CAS: 429-41-4), N-hexane (C6H14) (CAS: 110-54-3), dichlorobis(triethylphosphine)-palladium(II) (Pd(PEt3)2Cl2) (CAS: 28425-04-9), cuprous chloride (CuCl) (CAS: 7758-89-6), triethylamine (NEt3) (CAS: 121-44-8), and N,N-dimethyloctylamine (C10H23N) (CAS: 7378-99-6) were purchased from Sigma-Aldrich (St. Louis, MO, USA). All other raw materials used for the preparation of monomers and S-POcQASs were the same as those used for our previous preparation of L-POcQASs. E. coli (ATCC25922) and S. aureus (ATCC25923) were obtained from the first affiliated hospital of Harbin Medical University (Harbin, China).
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2

Synthesis of Benzisoxazole Derivatives

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5-NitroBenzisoxazole and 5-bromoBenzisoxazole were purchased from Ark Pharm. 5-bromoBenzisoxazole was recrystallized from methanol. Benzisoxazole and hydroxylamine hydrochloride were purchased from Alfa Aesar. 2-Hydroxy-1-benzaldehyde, triphenylphosphine, and DDQ were from Sigma-Aldrich. CTAC, sodium laurate, and dodecyl phosphate were purchased from TCI. Dodecyl phosphate was recrystallized twice from isoctanol. Naphthisoxazole was prepared in two steps from 2-hydroxy-1-benzaldehyde as described below, using slightly modified literature procedures.[16 ,17 ]
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3

Synthesis of Polymer Composite Materials

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Hydrophilic fumed silica (Aerosil® 380) was obtained from Evonik (Essen, Germany). CP, PVA having a molecular weight range of 85,000-124,000 and 87–89% degree of hydrolysis, PVP K-90, and triphenylphosphine were from Sigma Aldrich (St. Louis, MO, USA).
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4

Synthesis and Characterization of Ferulic Acid Esters

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Ferulic acid (99%) and triphenyl phosphine (99%) were purchased from Sigma-Aldrich Japan Co., Ltd. p-Coumaric acid (>98.0%), sinapinic acid (>98.0%), oxalyl chloride (>98.0%), and diisopropyl azodicarboxylate (40% in toluene, ca. 1.9 mol L−1) were purchased from Tokyo Chemical Industry Co., Ltd. Methyl ricinoleate (>97.0%), acetic anhydride (>97.0%), N,N-dimethylaminopyridine (DMAP) (>99.0%), N,N′-diisopropylcarbodiimide (DIC) (>99.0%), pyridine (>99.5%, dehydrated), N,N-dimethylformamide (DMF) (>99.5%, dehydrated), sodium sulphate (Na2SO4) (>99.0%), and tetrahydrofuran (THF) (>99.5%, with stabilizer, for gel permeation chromatography (GPC) grade) were purchased from FUJIFILM Wako Pure Chemical Corporation. p-Toluenesulfonic acid monohydrate (>99.0%) and lithium hydroxide monohydrate (>99.0%) were purchased from KISHIDA CHEMICAL Co., Ltd. Toluene (>99.5%, dehydrated), dichloromethane (CH2Cl2) (>99.5%, dehydrated), and THF (>99.5%, dehydrated stabilizer free) were purchased from Kanto Chemical and purified on a Glass Contour Solvent Purification System (NIKKO HANSEN & Co., Ltd, Japan). Chloroform-d1 (99.8 atom % D with 0.03 vol% tetramethylsilane) was purchased from Kanto Chemical. These chemicals were used without further purification unless otherwise noted. 4-(Dimethylamino)pyridinium p-toluenesulfonate (DPTS) was synthesised according to the literature.43 (link)
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5

Palladium-Catalyzed Indole Synthesis

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All moisture-sensitive reagents were manipulated under a nitrogen atmosphere using Schlenk and syringe techniques. Glassware was dried in an oven at 200°C and cooled under a nitrogen atmosphere. Palladium(II) acetate, triphenylphosphine, the diamines and the iodoindole substrates (7-iodoindole and 5-iodoindole) were purchased from Sigma-Aldrich and were used without further purification. Nuclear magnetic resonance (NMR) spectra were recorded on a Bruker Avance 400 spectrometer, operating at 400.13 MHz for 1H NMR and 100.62 MHz for 13C NMR. Chemical shifts (δ) are reported in ppm relative to CDCl3 (7.26 and 77.16 ppm for 1H and 13C, respectively) or tetramethylsilane (TMS). High-resolution mass spectrometry (HRMS) analysis was carried out on a Bruker Microtof apparatus, equipped with a selective electrospray ionization (ESI) detector. The specific rotation [α] was measured using an electrical polarimeter (Optical Activity AA-5). Melting points, with uncorrected values, were determined with a capillary microscope electrothermal melting point apparatus. The Fourier transform infrared (FT-IR) spectra were measured in KBr pellets using a Thermo Scientific Nicolet 380 spectrometer.
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6

Synthesis and Characterization of CP-CG

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CP, triphenylphosphine, silver nitrate, monochloroacetic acid, PVP, and polysorbate 80 were obtained from Sigma Chemical Co. (St. Louis, MO, USA). Dichloromethane, absolute ethanol, methanol, glacial acetic acid, and WSP were from RCI Lab-scan Co., Ltd. (Bangkok, Thailand). CP-CG was from Ultradent Product Inc. (Salt Lake City, UT, USA). Rice seeds of Thai rice, variety Saohai, were obtained from the local market (Chiang Mai, Thailand). All other chemicals and solvents were of AR grade or the highest grade available.
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7

Synthesis and Characterization of Au@Co2P Nanoparticles

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Gold(iii) chloride hydrate [HAuCl4·4H2O, 99%], cobalt(ii) acetylacetonate [Co(acac)2, 97%], and triphenylphosphine (TPP, 97%) were purchased from Sigma-Aldrich. Anhydrous ruthenium(iv) oxide [RuO2, 99.9%] was purchased from Alfa Aesar. Oleylamine [OAm, 70%] and Co2P (98%) were purchased from Aladdin. All chemicals were used without further purification.
The crystal structures, morphologies, and chemical compositions of the prepared Au@Co2P NPs were studied using X-ray diffraction (XRD, X'Pert Pro MPD system, Cu-Kα) and transmission electron microscopy (TEM, Titan ETEM G2 with a 300 kV field emission gun). The elemental composition distributions were measured by the TEM with energy dispersive X-ray spectroscopy (EDS, Oxford 80T). X-ray photoelectron spectroscopy (XPS) was performed with a PHI 5000 VersaProbe spectrometer.
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8

Synthesis of Silver Nanoparticles

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All reagents were purchased from Sigma-Aldrich and used without further purification: silver nitrate (AgNO3, 99%, metal basis), triphenylphosphine (PPh3, 99%), 1,3-benzene dithiol (SSR, 99%), sodium borohydride (NaBH4, 99.9%), cesium acetate (CH3COOCs, 99%), methylene chloride (CH2Cl2, HPLC, Sigma-Aldrich), methanol (CH3OH, HPLC, Sigma-Aldrich), N, N-dimethylformamide (DMF, HPLC, Sigma-Aldrich), N-methyl-2-pyrrolidone (NMP, HPLC, Sigma-Aldrich), tetramethylene sulfone (TMS, HPLC, Sigma-Aldrich), and ethyl ether ((C2H5)2O, HPLC, Sigma-Aldrich).
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9

Synthesis and Purification of C*C Nucleotide

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0.3 mmol CMP (Sigma) was mixed with 0.15 mmol 2-amino-imidazole•HCl (Combi-blocks) in 5 ml anhydrous DMSO (Sigma) and 0.4 ml TEA (Sigma). Then 1 g triphenylphosphine (Sigma) and 0.88 g 2,2'-dipyridyldisulfide (Combi-blocks) were added in order and stirred vigorously. The reaction was continued in a sealed container for 20 min. The product C*C was precipitated by adding 40 ml acetone and 2 ml NaClO4-saturated acetone. After centrifugation at 3500 rpm for 10 min, the pellet was washed with 40 ml acetone:diethyl ether (1:1) and centrifuged again. The pellet was washed twice, then dried under house vacuum to remove organic solvent. The dry pellet was resuspended in 20 mM TEAB pH 8.0 and purified on a 50 g C18Aq column over 12 CV of 0–10% acetonitrile in 2 mM TEAB buffer (pH 8.0). The product was analyzed by 31P-NMR and low resolution mass spectrometry (LRMS) before being aliquoted and lyophilized.
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10

Synthesis and Characterization of Metal-Organic Frameworks

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Aluminum hydroxide (reagent grade, ATH), zinc acetate dehydrate [ACS reagent, ≥98%, Zn(CH3COO)2·2H2O], 2-methylimidazole (99%, 2-MIM), aluminum nitrate nonahydrate [≥98%, Al(NO3)3·9H2O], iron(iii) nitrate nonahydrate [ACS reagent, ≥98%, Fe(NO3)3·9H2O], magnesium nitrate hexahydrate [ACS reagent, 99%, Mg(NO3)2·6H2O], methanol (anhydrous, 99.8%), ethanol (absolute alcohol, without additive, ≥98%), sodium bicarbonate (ACS reagent, ≥99.7%, NaHCO3), sodium hydroxide (ACS reagent, ≥97%, pellets, NaOH), ammonia solution (2 M in ethanol), (3-glycidyloxypropyl) trimethoxysilane (≥98%, KH560) and triphenylphosphine (≥95%) were all provided by Sigma-Aldrich Chemical Co. Epoxy resin (Epoxydhedraz C) was provided by R&G Faserverbundwerkstoffe GmbH-Germany. Diamino diphenyl sulfone (DDS) and DOPO were supplied by TCI Chemicals Company.
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