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1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-2(3H)-one synthesis

4synthesis methods
578743-87-0 Synthesis
CHLORO[1,3-BIS(2,6-DI-I-PROPYLPHENYL)IMIDAZOL-2-YLIDENE]COPPER(I)

578743-87-0
93 suppliers
$29.00/250mg

1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-2(3H)-one

1060651-05-9
13 suppliers
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250285-32-6 Synthesis
	1,3-Bis (2,6-diisopropylphenyl) imidazolium chloride

250285-32-6
243 suppliers
$6.00/250mg

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Yield:1060651-05-9 16 %Spectr. ,250285-32-6 81 %Spectr.

Reaction Conditions:

with water;oxygen in dimethylsulfoxide-d6 at 150; for 155 h;Kinetics;Sealed tube;

Steps:

4.2. Decomposition of Cu(I)eNHC in solution under air

General procedure: Cu(I)-NHC 1a-g (0.04 mmol, 1.0 equiv) and CDCl3 (0.4 mL, degassed by bubbling argon for 30 min) were added into a flame-dried NMR tube. (CD3)2SO (0.4 mL) was used for 1h (0.04 mmol), 1i (0.02 mmol), and 1j (0.02 mmol). The NMR tube was closed with a septum and equipped with an air balloon (approximate 500 mL) containing approximately 100 mL of O2 (4.5 mmol, 112 equiv.) and approximately 12.6 mL of H2O (gas, 0.56 mmol, 14 equiv., air relative humidity = 75%). The solution (not agitated) was placed at room temperature and was monitored by 1H NMR. 100 °C was used for the decomposition of 1h, and 150 °C was used for the decomposition of 1i and 1j. The precipitate in the NMR tube was removed by quick filtration using a membrane filter before each 1H NMR measurement. The ratio of Cu-NHC, urea, and imidazolium were calculated through the integration of 1H NMR, using the normalization method. The characterization of products could be found in the previous study [32].

References:

Li, Dazhi;Ollevier, Thierry [Journal of Organometallic Chemistry,2020,vol. 906,art. no. 121025] Location in patent:supporting information