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Molecules 2019, 24, 182 Molecules 2019, 24, x FOR PEER REVIEW Molecules 2019, 24, x FOR PEER REVIEW 27 of 41 27 of 42 27 of 42 Scheme 30. Proposed mechanistic pathways for N-methylation and N-formylation [131]. SchSechmeem3e03.0P.rPorpoopsoesdedmeecchhaniistic pathwayssfoforrNN-m-metehtyhlyatliaotnioannadnNd-fNor-mfoyrmlatyiolanti[o1n31[]1. 31]. Scheme31.TBD-catalyzedaminalsynthesisfromamine,,CO2 andhydrosilane[132]. 2 Scheme 31. TBD-catalyzed aminal synthesis from amine, CO2 and hydrosilane [132]. Recently, a mechanistic investigation was carried out by Nguyen group on the guanidine catalyzed Recently, a mechanistic investigation was carried out by Nguyen group on the guanidine reductive amination of CO , using a combination of experimental and analysis method (1H, 29Si-NMR, catalyzed reductive amina2tion of CO2, using a combination of experimental and analysis method Recently, a mechanistic investigation was carried out by Nguyen group on the guanidine F1T-IR29,MS,andGCprofiling)(Scheme33)[131].TheresultsshowedthatreductionofCO toformamide, ( H, Si-NMR, FT-IR, MS, and GC profiling) (Scheme 33) [131]. The results showed th2at reduction of catalyzed reductive amination of CO2, using a combination of experimental and analysis method aminal, and then N-methylamine is not sequential. Formamide was obtained dominantly at a lower CO2 to formamide, aminal, and then N-methylamine is not sequential. Formamide was obtained (1H, 29Si-NMR, FT-IR, MS, and GC profiling) (Scheme 33) [131]. The results showed that reduction of temperature (23 ◦C), but an obvious increase of aminal, and then N-methylamine was detected at the dominantly at a lower temperature (23 °C), but an obvious increase of aminal, and then ◦ CO2 to formamide, aminal, and then N-methylamine is not sequential. Formamide was obtained higher temperature (60 C). N-methylamine was detected at the higher temperature (60 °C). dominaIntclryeaasitnga thloewreractieomn ptemraptueraetu(r2e3en°Cab)l,esbuatcoamnpeotbitvivioeuasndinchrigeahseer-eonfergaymipnaathl,wanydtothen N-mametihnyalamndinNe-wmaesthdyelatemcitnede,awththicehhreigqhueiretsedmirpeectraretudruect(i6o0n°oCf)C.O2withPhSiH3toformoxysilane PhSiH2OOCH intermediate. The theory provided a new evidence for the pathway to formamide from aminal (Scheme 33, pathway 9).PDF Image | Catalytic Conversion of Carbon Dioxide through C-N Bond
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