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6 protocols using tetramethylammonium bromide

1

Synthesis of Brominated Compounds

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Copper(i) bromide (CuBr; ≥98%), silver(i) bromide (AgBr; 99%), tetramethylammonium bromide (TMAB; ≥98%) and hydrobromic acid (48 wt% in H2O; ≥99.99%) were purchased from Sigma-Aldrich. Acetone (HPLC grade), DMF (HPLC grade), DMSO (HPLC grade) and hypophosphorous acid (H3PO2; 50 wt% in H2O) were purchased from RANKEM (India). All chemicals were used without any further purification.
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2

Synthesis and Characterization of Organometallic Complexes

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All reagents were purchased from Sigma-Aldrich and used without further purification: hexachloroplatinic(iv) acid (H2PtCl6·6H2O, 99.99%, metal basis), silver nitrate (AgNO3, 99%, metals basis), 2,4-dimethylbenzenethiol (PhMe2-SH, 99%), triphenylphosphine (PPh3, 99%), 1-adamantanethiol (AdmSH, C10H15-SH, 99%), sodium borohydride (NaBH4, 95%), sodium tetraphenylborate (NaBPh4, 98%), tetraphenylphosphonium bromide (PPh4Br, 98%), tetramethylphosphonium bromide (PMe4Br, 98%), tetraphenylphosphonium chloride (PPh4Cl, 98%), tetra-n-octylammonium bromide ([N(C8H17)4]Br, TOAB, 98%), tetra-n-heptylammonium bromide ([N(C7H15)4]Br, 98%), tetra-n-hexylammonium bromide ([N(C6H13)4]Br, 98%), tetra-n-amylammonium bromide ([N(C5H11)4]Br, 98%), tetra-n-butylammonium bromide ([N(C4H9)4]Br, 98%), tetra-n-propylammonium bromide ([N(C3H7)4]Br, 98%), tetraethylammonium bromide ([N(C2H5)4]Br, 98%), tetramethylammonium bromide ([N(CH3)4]Br, 98%), hydrobromic acid (HBr, 47.0–49.0%), methylene chloride (CH2Cl2, HPLC grade), methanol (CH3OH, HPLC), ethanol (CH3CH2OH, HPLC).
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3

Synthesis and Characterization of Hupresin

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Hupresin® was synthesized by Emilie David at CHEMFORASE, Mont-Saint-Aignan, France, emilie.david@chemforase.com. The ligand (Figure 1) is a custom-synthesized hybrid of tacrine and huperzine [12 (link), 14 (link)]. Materials were from the following sources: Ultraculture (Lonza 12–725F), methionine sulfoximine (Sigma 76078), tetramethylammonium bromide (Sigma 195758), Stericup Durapore (Millipore Merck, 1000 ml receiver bottle Cat No SCGPU11RE), Nalgene sterile filter unit with a 0.45 μm or 0.2 μm PES membrane (Thermo Scientific 167–0045 or 524–0020).
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4

Synthesis of Pd-Doped TiO2 Nanoparticles

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All chemicals were used as received. Rutile TiO2 (<5 μm, ≥99.9%), tetramethylammonium bromide (TMAB, ≥98.0%), NaNO3 (≥99.0%), sodium hydroxide (NaOH, 99.9%), hydrochloric acid (HCl, 37%), methanol (99.5%), and ethanol (99.5%) were purchased from Sigma--Aldrich. HNO3 solution containing Pd(NO3)2 (0.216 M) was purchased from Kojima Chemicals Co., Ltd. Tetraethyl orthosilicate (TEOS, >97.0%) was purchased from Tokyo Chemical Industry.
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5

Synthesis of Brominated Compounds

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Copper(i) bromide (CuBr; ≥98%), silver(i) bromide (AgBr; 99%), tetramethylammonium bromide (TMAB; ≥98%) and hydrobromic acid (48 wt% in H2O; ≥99.99%) were purchased from Sigma-Aldrich. Acetone (HPLC grade), DMF (HPLC grade), DMSO (HPLC grade) and hypophosphorous acid (H3PO2; 50 wt% in H2O) were purchased from RANKEM (India). All chemicals were used without any further purification.
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6

Synthesis of Platinum Nanocrystals

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Pt nanocrystals of 2 to 3 nm in diameter were synthesized by mixing 0.05 mmol (NH4)2Pt(II)Cl4 (99.995%; Sigma-Aldrich), 0.75 mmol tetramethylammonium bromide (98%; Sigma-Aldrich), 1 mmol of polyvinylpyrrolidone (M.W. 29,000; Sigma-Aldrich), and 10 ml of ethylene glycol in a three-neck round bottom flask. The mixture was heated to 160°C and kept at 160°C for 20 min. After cooling the solution to room temperature, 90 ml of acetone was added to precipitate the particles. The product was centrifuged at 4000 rpm for 5 min. The supernatant was discarded, and the Pt nanocrystals were redispersed in 5 mM Hepes buffer solution with pH 7.4.
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