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One of the cells is equipped with an altitude simulator that allow conducting simulation of RDE testing in the laboratory (Road-to-Lab activity).
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Ruth A. Lawrence: Monthly conference: every 4 weeks on Thursdays (11am to noon) and every 4 weeks on Tuesdays (10am-11am).
Supporting Information
General procedures: Thin-layer chromatography (TLC) was performed on commercial Kieselgel 60F254 silica gel plates and compounds.
Supporting Information
General information: All reactions involving the use of Grignard reagents were carried out under nitrogen atmosphere in.
Colorless Tetrapyrrolic Chlorophyll Catabolites Found in Ripening
Materials. Reagents used were reagent grade commercials and solvents were distilled before use. Reagents and HPLC- solvents were from Fluka (Buchs
Supporting Information
with Alexa488 (Invitrogen USA) at the 5' end. The ratio of ss DNA-b-PPO to ODN carrying the dye was adjusted to be. 1 % so that the predominant form of DNA
Metalloenzyme inspired Catalysis: Selective Oxidation of Primary
300 mg [Ir2(µ2-Cl)2(coe)4] (0.34 mmol) are dissolved in 25 mL THF and 331 mg (0.68 mmol) trop2dach and a few drops of CH3CN are added.
Metalloenzyme inspired Catalysis: Selective Oxidation of Primary
300 mg [Ir2(µ2-Cl)2(coe)4] (0.34 mmol) are dissolved in 25 mL THF and 331 mg (0.68 mmol) trop2dach and a few drops of CH3CN are added.
Supporting Information
© Wiley-VCH 2007
69451 Weinheim, Germany
1 Metalloenzyme inspired Catalysis: Selective Oxidation of Primary Alcohols with IridiumAminyl Radical Complexes
Materials and Methods.
General working procedures:All manipulations of air or moisture sensitive compounds were performed on a standard vacuum line in flame-dried glass-ware under an atmosphere of argon (purified with an MBraun 100 HP gas purification system). Solvents were distilled under argon from sodium/benzophenone (THF), calcium hydride (acetonitrile), and phosphorus pentoxide (chlorobenzene). Air sensitive compounds were stored and weighed in a glove-box (M Braun: Labmaster 130 or 150B-G). Reactions preformed with small quantities of compound were performed in a glove-box. NMR measurements were carried out on Bruker Avance 250 and 300 MHz spectrometers at room temperature. Chemical shifts are given by definition as dimensionless numbers. The absolute values of the coupling constants are given in Hertz (Hz), regardless of their signs. The assignments were accomplished using multi-dimensional methods. Multiplicities are abbreviated as singlet (s),doublet (d), triplet (t), quartet (q), and broad (br). Spectra were referenced with external standards:
for 1 Hand 13CNMR with TMS and for
19FNMR with CFCl
3 UV/vis spectra were recorded on a UV/vis/NIR lambda 19 spectrometer in 5 mm quartz cuvettes (200 - 1000 nm). Time dependent measurements were performed on an Analytik Jena Specord S100 (diode array) spectrometer. 2Gas chromatography
was performed on a Hewlett Packard HP 6890 Series GC system equipped with a HP-5 Crosslinked 5% PH ME Siloxane column (30 m x 0.32 mm, film thickness 0.25 µm), flow rate 27.2 mL/min at 1.42 psi. The following temperature program was used: initial temperature80 °C (hold 1 min), increase to 180 °C at a rate of 4 °C/min and hold for 40 min.
Melting points were determined with an Büchi melting point apparatus and are not corrected.Samples were prepared in open glass capillaries.
Syntheses:
(R,R)-[Ir(trop 2 dach)]OTf (2) MF: C 37H 34
F 3 IrN 2 O 3 S
MW: 835.96
p K a1 (DMSO): 10.5 p K a2 (DMSO): 19.6MP: 208-212 °C decomp.
IrNH NH SO O O FFF300 mg [Ir
2 2 -Cl) 2 (coe) 4 ](0.34 mmol) are dissolved in 25 mL THF and 331 mg (0.68 mmol) trop 2 dach and a few drops of CH 3 CN are added. To this red solution 172 mg (0.68 mmol) silvertriflate is added and a white solid precipitates. After stirring for 1 h at r.t. the reaction mixture is
filtered through Celite. All volatiles are removed in vacuo and the raw product is crystallized from THF/hexane (1:1) yielding 259 mg (309 mmol, 91 %) of the product as red crystals. After decanting of the solvent the product is thoroughly dried in vacuo. 1H-NMR (300.1 MHz, [D
8 ]THF, 25 °C, TMS): I=0.92-1.14 (m, 4H; CH 2cyc ); 1.46-1.67 (m, 2H; CH 2cyc ); 1.88-2.03 (m, 2H; CH cyc ); 2.23-2.38 (m, 2H; CH 2cyc ); 4.02 (d, 3J(H,H)=12.0 Hz, 2H;
CH olefin ); 4.75 (d, 3J(H,H)=11.7 Hz, 2H; CH
olefin ); 5.53 (s, 2H; CH benzyl ); 5.92 (s br, 2H; NH); 7.41-7.72 (m,16H; CH
ar 3 13C-NMR (62.9 MHz, [D
8 ]THF, 25 °C, TMS): I=23.6 (s, 2C; CH 2cyc ); 27.6 (s, 2C; CH 2cyc ); 53.0 (s,2C; CH
benzyl ); 60.4 (s, 2C; CH olefin ); 63.0 (s, 2C; CH cyc ); 67.5 (s, 2C; CH olefin ); 124.3 (s, 2C; CH ar125.8 (s, 2C; CH
ar ); 126.4 (s, 2C; CH ar ); 126.8 (s, 2C; CH ar ); 126.9 (s, 2C; CH ar ); 127.3 (s, 2C; CH ar ); 127.3 (s, 2C; CH ar ); 128.5 (s, 2C; CH ar ); 134.2 (s, 2C; CH quat ); 136.0 (s, 2C; CH quat ); 136.2 (s, 2C; CH quat ); 136.9 (s, 2C; CH quat 19F-NMR (188.3 MHz, [D
8 ]THF, 25 °C, CFCl 3 ): =-80.7 (s, OTf).UV/vis (
max in nm): 486, 397, 306 (THF). (R,R)-[K(18-c-6)][Ir(trop 2 dach)-2H] (4) MF: C 48H 56
IrKN 2 O 6
MW: 988.28
MP: 186-189°C
decomp. O OOOO OK N N Ir To a solution of 100 mg of 2(0.12 mmol) in THF, 29 mg KOtBu (0.26 mmol) and 32 mg 18-c-6 (0.12 mmol) are added. The color changes to dark red and the solution is layered with hexane. Red crystals grow overnight to yield a dark red powder, 101 mg (0.11 mmol, 94 %). 1H-NMR (300.1 MHz, [D
8 ]THF, 25 °C, TMS): I=0.68-0.89 (m, 2H; CH 2cyc ); 0.93-1.15 (m, 2H; CH 2cyc ); 1.46-1.67 (m, 2H; CH 2cyc ); 2.19-2.33 (m, 2H; CH cyc ); 2.39-2.55 (m, 2H; CH 2cyc ); 2.63 (d, 3J(H,H)=8.3 Hz, 2H; CH
olefin ); 2.91 (d, 3J(H,H)=8.5 Hz, 2H; CH
olefin ); 5.32 (s, 2H; CH benzyl ); 6.69-6.95 (m, 12H; CH
ar ); 7.08-7.58 (m, 4H; CH ar 13C-NMR (62.9 MHz, [D
8 ]THF, 25 °C, TMS): I=25.6 (s,2C; CH cyc ); 26.4 (s, 2C; CH cyc ); 49.8 (s,2C; CH
olefin ); 52.5 (s, 2C; CH olefin ); 65.8 (s, 2C; CH benzyl ); 75.1 (s, 2C; CH cyc ); 122.4 (s, 2C; CH ar122.5 (s, 2C; CH
ar ); 125.6 (s, 2C; CH ar ); 125.7 (s, 2C; CH ar ); 125.9 (s, 2C; CH ar ); 126.7 (s, 2C; CH ar ); 126.8 (s, 2C; CH ar ); 126.8 (s, 2C; CH ar ); 143.4 (s, 2C; CH quat ); 143.8 (s, 2C; CH quat ); 145.5 (s, 2C; CH quat ); 148.6 (s, 2C; CH quat 4UV/vis (
max in nm): 524, 355, 274 (THF).General Procedure for Catalysis:
All operations are conducted in flame-dried glassware under an argon atmosphere. Solvents are pre-quotesdbs_dbs22.pdfusesText_28[PDF] Hintergrundpapier Steinkohlenbergbau und Radioaktivität
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