All air and moisture sensitive compounds were manipulated in a glovebox under a nitrogen atmosphere. Solvents for air and moisture sensitive reactions were vacuum transferred from sodium benzophenone ketyl (THF, Et2O, pentane, d6-benzene and d8-toluene) or predried by passing through activated alumina columns of a Pure Process Technology solvent purification system. Li(NP)[46 ], Ni(COD)2[50 ], 2,6-xylyl isocyanide[51 (link)] and TaCl5(THF)[52 (link)] were prepared according to literature procedure. Pd(PtBu3)2, [Rh(COD)Cl]2, and [Ir(COD)Cl]2 were purchased from Strem Chemicals and used without further purification. 1H and 31P spectra were recorded on Varian INOVA 500 MHz, Bruker Avance III 400 MHz, or Bruker AVANCE III 500 MHz spectrometers. Complexes 2 -8 are quite insoluble, which prevented proper 13C NMR characterization. Chemical shifts are reported with respect to residual protio solvent impurity for 1H (s, 7.16 ppm for C6D5H), a PPh3 standard for 31P (s, −6 ppm in C6D6), and solvent carbons for 13C (p, 67.21 ppm for THF-d8). Attempts at elemental analysis of these air-sensitive complexes were unsuccessful.
Ir cod cl 2
Manufactured by Strem Chemicals
[Ir(COD)Cl]2 is a yellow to orange crystalline compound that serves as a common precursor for iridium-based catalysts. It contains two iridium centers bridged by two chloride ligands, with two cyclooctadiene (COD) ligands completing the coordination environment.
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Lab products found in correlation
2 protocols using ir cod cl 2
1
Air-Sensitive Organometallic Compound Preparation
2
Hydrogenation of Imine Intermediate
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Example 21
To a well-mixed solution of [Ir(COD)Cl]2 (Strem Chemicals, 2.1 mg, 0.003 mmol) and (S, S)-f-Binaphane (Strem Chemicals, 5.1 mg, 0.006 mmol) in CH2Cl2 (1 mL) was added tert-butyl (S)-(2-(4-fluoro-2-(1-iminoethyl)phenoxy)propyl)carbamate hydrochloride (0.3 mmol) in MeOH (2 mL). The reaction vessel is then placed into a steel autoclave. The inert atmosphere is replaced by H2 and the reaction mixture is stirred under 10 atmospheres H2 (150 psi) at ambient temperature for 12 hr. The resulting mixture is concentrated under vacuum and dissolved in saturated aqueous NaHCO3 (5 mL). After stirring for 10 min, the mixture is extracted with CH2Cl2 (3×2 mL), dried over Na2SO4, concentrated, and dried under high vacuum to provide compound B-14. 1H NMR (400 MHz, CHLOROFORM-d) δ 7.08 (dd, J=2.8, 9.4 Hz, 1H), 6.91-6.79 (m, 2H), 5.72 (br. s., 1H), 4.55-4.32 (m, 2H), 3.52-3.41 (m, 1H), 3.31-3.19 (m, 1H), 1.42 (s, 9H), 1.38 (d, J=6.8 Hz, 3H), 1.29 (d, J=6.0 Hz, 3H).
Synthesis of Compound B-14—Method D
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