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9 protocols using acetonitrile

1

Synthesis of (E)-6,6′-Dibromo-[3,3′-diindolylidene]-2,2′-dione

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(E)-6,6′-Dibromo-[3,3′-diindolylidene]-2,2′-dione (97%), benzo [1,2-b:4,5-b′]dithiophene-4,8-dione (98%), trimethyltin chloride (99%, 1.0 mol/L in hexane), n-butyllithium (97%, 2.5 mol/L in hexane), sodium hydroxide (97%), zinc powder (98%, 200 mesh), diethylene glycol monomethyl ether (98%), triethylene glycol monomethyl ether (99%), tetraethyleneglycol monomethyl ether (98%), 2-hexyl-1-decanol (94%), methyl sulfonyl chloride (99%), tris(dibenzylideneacetone)dipalladium chloroform adduct (99%), tris(o-methylphenyl)phosphine (99%), tetrahydrofuran (99%, extra dry, with molecular sieves, water ≤ 50 ppm), o-xylene (99%, extra dry, with molecular sieves, water ≤ 50 ppm), tetrabutylammonium hexafluorophosphonate (99%), acetonitrile (99%, extra dry, with molecular sieves, water ≤ 50 ppm), and limonene (99%) were purchased from Energy Chemical Company (Anqing, China) and were not treated in any way prior to use. Other solvents, such as 2-methyltetrahydrofuran, ethyl acetate, and trichloromethane are analytically pure and purchased from Sinopharm (Shanghai, China).
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2

Aerobic Sludge and Oilfield Wastewater

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Aerobic sludge was collected from activated sludge of an aerobic ba ed reactor and sequence batch reactor (ABR-SBR) pond and stored in fridge at -20℃ 10 (link) . The oil eld wastewater was collected from the water inlet of the plant and stored in fridge at 4℃. All the sample was provided by the Weizhou wastewater treatment plant which belongs to Zhanjiang Branch of China National Offshore Oil Corp.
(CNOOC), which is located in Beihai, Guangxi, China (109.15 E, 21.03 N). Phenanthrene (purity, ≥ 98%), Chromatographic grade n-hexane, acetone and acetonitrile were purchased from Energy Chemical which belongs to Saen Chemical Technology (Shanghai) Co., Ltd, China. Other reagents were purchased from Sinopharm chemical reagent Beijing Co., Ltd., which are of analytical grade.
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3

Synthesis of Organic Electrocatalysts

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Piperidine, DBU, trifluoroacetic acid and acetonitrile (ACN) were purchased from Energy Chemical Technology (Shanghai) Co., Ltd. 2,4,6-Trimethyl-1,3,5-triazine (TMT), 2,4,6-trimethylpyridine-3,5-dicarbonitrile (DCTP), 2,4,6-tris(4-formylphenyl)-1,3,5-triazine (TFPT), 1,3,5-tris(4-formylphenyl)benzene (TFPB), 4-[4-[3,5-bis[4-(4-formylphenyl)phenyl]phenyl]phenyl]benzoic acid (DAFB), 4,4,4-(benzene-1,3,5-triyltris(ethyne-2,1-diyl))tribenzaldehyde (BTTA), 4,4’-biphenyldicarboxaldehyde (BDA), 4,4”-p-terphenyldicarboxaldehyde (TDA), 4-[2-(4-formylphenyl)ethynyl]benzaldehyde (EDA), tris(4-formylphenyl)amine (TPA), and p-phenylenediamine (Pa) were purchased from Jilin Chinese Academy of Sciences-Yanshen Technology Co., Ltd. Tetrahydrofuran (THF), 1,4-dioxane, mesitylene, benzaldehyde, NaOH, KOH, EtONa, N,N-dimethylformamide (DMF), 2,2,6,6-tetramethylPiperidine (TEMP), ethanol, methanol, CH2Cl2, acetone, and n-BuOH were purchased from Sinopharm Chemical Reagent Co., Ltd. Ultrapure water was prepared from the Millipore system (18.25 MΩ-cm). All the electrochemical measurement used phosphate buffered (PBS, pH = 7.5) containing mixture solutions of 0.1 M KCl, 0.1 M K2HPO4, and 0.1 M KH2PO4 as the electrolyte.
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4

Synthesis and Evaluation of Fluorescent Conjugates

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Hydroxybenzotriazole, O-benzotriazole-N,N,N',N'-tetramethyl-uronium-hexaf were purchased from GL Biochem Ltd (Shanghai, China). MBHA resin were purchased from Nangkaihecheng Ltd (Tianjin, China). N,N-diisopropylethylamine, trifluoroacetic acid, triisopropylsilane, 1,2-ethanedithiol and piperidine were purchased from Sigma-Aldrich (USA). FAM maleimide (6-isomer) and Cy5.5 maleimide were purchased from Lumiprobe (USA). CPT was purchased from Innochem (Beijing, China), 2,2-dithiodipyridine, 2-mercaptoethanol, 4-dimethylaminopyridine and triphosgene were purchased from Meryer (Shanghai, China). Acetonitrile was purchased from Energy Chemical (Shanghai, China). N,N-dimethylformamide was purchased from Rongcheng Chemical (Chengdu, China). Methanol, dichloromethane, trichloromethane, ethyl acetate, petroleum ether and diethyl ether were purchased from Rionlon (Tianjin, China). DMEM medium and fetal bovine serum (FBS) were purchased from Gibco BRL (USA). Propidium iodide (PI), calcein, 3-(4,5-dimethyl-2-thiazolyl)−2,5-diphenyl tetrazolium bromide (MTT), Triton X-100, dimethyl sulfoxide and Cremophor EL were purchased from Sigma-Aldrich (USA). Propidium Iodide Kit was purchased from ThermoFisher Scientific (USA). CytoTox-ONE kit for LDH release assay was purchased from Promega (USA). LysoTracker Red was purchased from Beyotime Biotechnology (Shanghai, China).
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5

Three-Component Coupling via C-H Activation

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Three-component coupling of aldehydes, alkynes, and amines (including the A3 coupling reaction and the redox-A3 reaction) via C‒H activation was carried out under the atmosphere of dried and purified N2 using standard Schlenk. Toluene and THF were dried over sodium/benzophenone and distilled under nitrogen prior to use. DCM was dried over calcium hydride and distilled under nitrogen prior to use. Ethanol and methanol were dried over Iodine/magnesium strips and distilled under nitrogen prior to use. The other dry solvent including 1,4-dioxane, acetonitrile and DCE were directly purchased from Energy Chemical. BINAP, 3,5-diphenyl-pyrazole, aldehydes, alkynes and amines were purchased from Bidepharm, Energy Chemical and Heowns without further purification. The Vulcan XC-72 carbon black was purchased from Macklin.
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6

Enzymatic Synthesis in Ionic Liquids

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Lipase from Candida ruosa (type VII, activity, ≥700 unit mg–1) was purchased from Sigma-Aldrich Co. (St. Louis, MO, USA). 4-Hydroxycoumarin (4-HC, 98%), warfarin sodium (98%), and benzylideneacetone (BA, ≥99%) were obtained from Aladdin Reagent Co. (Shanghai, China). n-Octanol (98%), sodium 1-heptanesulfonate (99%), and acetonitrile (99.9%) were obtained from Energy Chemical Co. (Shanghai, China). The ILs, [C1C4im]BF4 (99%), [C1C4im]PF6 (99%), and [C1C4im]NTf2 (99%) were supplied by the Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences (Lanzhou, China). The ILs, [C1C6OHim]NTf2, [C1C3OHim]NTf2, [C4C3OHim]NTf2, ([C4C11OHim]NTf2, and [C1C11OHim]NTf2 were synthesized on the basis of our early work [45 (link)]. All the other reagents were of an analytical grade unless stated otherwise. Ultrapure water (18.2 MΩ cm) used throughout the experiments was produced by an Aquapro purification system (Aquapro International Co., Ltd., Dover, DE, USA).
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7

Synthesis of metal-organic frameworks

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Nickel(II)
acetate (Ni(CH3COO)2·4H2O),
cobalt(II) acetate tetrahydrate (Co(CH3COO)2·4H2O), and ferrous acetate
(Fe(CH3COO)2) were purchased from Sinopharm
Chemical Reagent Co. Ltd. (Shanghai, China). 1,4-Benzene dicarboxylic
acid (1,4-H2BDC) was purchased from Adamas. N,N-Dimethylformamide (DMF) and acetonitrile (CH3CN) were
purchased form Energy Chemical. Ultrapure water (18.25 MΩ) used
in the experiments was supplied by a Millipore System (Millipore Q).
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8

Synthesis of Metal-Organic Nanocomposites

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Nb foil (99%) was obtained from Alfa Aesar, ammonium fluoride [NH4F, 99.9%], ammonium persulphate [(NH4)2S2O8, 98.5%], ammonium sulfate [(NH4)2SO4, 99.0%], nickel(ii) nitrate hexahydrate [Ni(NO3)2·6H2O, 97%], iron(iii) nitrate nonahydrate [Fe(NO3)3·9H2O, 98%], and urea [CO(NH2)2] were purchased from Merck, ethanol (C2H5OH, 99.9%), acetonitrile (CH3CN, 99.9%), and benzylamine (C7H9N, 99%) were purchased from Energy Chemical. All chemical reagents were all used as received.
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9

Synthesis and Purification of HATU Reagent

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1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (C10H15OF6N6P, HATU, 99.5%), AlCl3·6H2O (98%), diisopropylamine (98%), benzyltriethylammonium chloride (99%), 1-benzylimidazole (98%), toluene (99.5%), ethanol (99.7%), acetonitrile (99%), N,N-dimethylformamide (DMF, 99.5%) and pyridine (99.5%) were purchased from Energy Chemical, Vetec™, Alfa Aesar, Shanghai Dahe Chemical and Tansoole Company. All reagents were of analytical or reagent grades and used without further purification. Deionized water (18.2 MΩ cm) was obtained from a F’DEER water purification system.
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