Acetyl Chloride

Pearlman, Bruce A.

doi:10.1002/047084289x.ra025

Cited by 2 publications

(2 citation statements)

References 312 publications

(32 reference statements)

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“…Coordination with CO 2 activates the aminal to nucleophilic attack by the catalyst TMG, leading to formation of morpholine carbamate Mor-Db and iminium 6 . Activation of aminals with acetyl chloride and acetyl anhydride for functionalization is well-established . This is followed by a reduction of 6 to 3 and Mor-Da by carbamate-activated silane, in a similar manner to TS2 .…”

Section: Resultsmentioning

confidence: 98%

Guanidine-Catalyzed Reductive Amination of Carbon Dioxide with Silanes: Switching between Pathways and Suppressing Catalyst Deactivation

et al. 2018

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A mechanistic investigation into the guanidine catalyzed reductive amination of CO 2 , using a combination of 1 H, 29 Si NMR, FT-IR, MS and GC profiling, is reported. Inexpensive and readily available N N N N-tetramethylguanidine (TMG) was found to be an equally effective catalyst compared to more elaborate cyclic guanidines. Different catalytic pathways to formamide 2, aminal 4 and N-methylamine 3, were identified. A pathway to formamide product 2 dominates at 23 °C. Increasing the reaction temperature to 60 °C enables a competitive, higher energy pathway to 4 and 3, which requires direct reduction of CO 2 with PhSiH 3 to formoxysilane E. Reduction of aminal 4, in the presence of CO 2 and the catalyst, led to formation of a 1 : 1 ratio of 2 and 3. The catalyst itself can be formylated under the reaction conditions, resulting in its deactivation. Thus, alkylated TMGs were found to be more stable and more active catalysts than TMG, leading to a successful organocatalyzed reductive functionalization of CO 2 with silane at 0.1 mol% catalyst loading (TON = 805 and TOF = 33.5 h-1).

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Section: Resultsmentioning

confidence: 98%

Guanidine-Catalyzed Reductive Amination of Carbon Dioxide with Silanes: Switching between Pathways and Suppressing Catalyst Deactivation

et al. 2018

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“…Elle semble plus adaptée pour la compression à bas débit. Pour la comparaison avec les codeurs EZW [45], SPIHT [86] et [87], il faut prendre en compte le codage de la sous-bande LL.…”

Section: B3 Codage Avec L'algorithme Modifiéunclassified

Satellite image compression by post-transforms in the wavelet domain

et al. 2010

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Acetyl Chloride

Cited by 2 publications

References 312 publications

Guanidine-Catalyzed Reductive Amination of Carbon Dioxide with Silanes: Switching between Pathways and Suppressing Catalyst Deactivation

Guanidine-Catalyzed Reductive Amination of Carbon Dioxide with Silanes: Switching between Pathways and Suppressing Catalyst Deactivation

Satellite image compression by post-transforms in the wavelet domain

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