Reaction of silylakylmono- and silylalkyldi-amines with carbon dioxide: evidence of formation of inter- and intra-molecular ammonium carbamates and their conversion into organic carbamates of industrial interest under carbon dioxide catalysis

Angela Dibenedetto; Michele Aresta; Carlo Fragale; Marcella Narracci

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Reaction of silylakylmono- and silylalkyldi-amines with carbon dioxide: evidence of formation of inter- and intra-molecular ammonium carbamates and their conversion into organic carbamates of industrial interest under carbon dioxide catalysis

机译：甲硅烷基烷基单-和甲硅烷基烷基二胺与二氧化碳的反应：分子间和分子内氨基甲酸铵的形成证据，以及在二氧化碳催化下它们转化为具有工业价值的有机氨基甲酸酯的证据

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The reactivity of industrially relevant silylalkylamines towards CO_2 and dialkyl/arylcarbonates is discussed. The kinetics of uptake of carbon dioxide at various temperature shows that at 295 K, silylalkylmonoamines react with carbon dioxide in a 2:1 molar ratio, affording classic intermolecular ammonium carbamaters of formula RNHCOO~(-+)NH_3R, while at 273 K, dimeric carbammic acids, (RNHCOOH)_2, are formed. Conversely, silylalkyldiamines react at 297 K with carbon dioxide to afford zwitterionic intramolecular six-membered cyclic ammonium carbamates of formula RNH_2+CH_2CH_2NHCOO~-, a unique example of CO_2 uptake by an amine with a 1:1 molar ratio. Such system may have a potential application in CO_2 separation. The catalytic role of carbon dioxide in the carbamation of the above mentioned amines by reaction with organic carbonates is described.

机译：讨论了工业上重要的甲硅烷基烷基胺对CO_2和二烷基/芳基碳酸酯的反应性。在不同温度下吸收二氧化碳的动力学表明，在295 K时，甲硅烷基烷基单胺与二氧化碳以2：1的摩尔比反应，提供了经典的分子式RNHCOO〜（-+）NH_3R的分子间铵氨基甲酸酯，而在273 K时则为二聚体形成氨基甲酸（RNHCOOH）_2。相反，甲硅烷基烷基二胺在297 K下与二氧化碳反应，得到式RNH_2 + CH_2CH_2NHCOO-的两性离子分子内六元环状氨基甲酸铵，这是胺以1：1摩尔比吸收CO_2的独特例子。这样的系统在CO 2分离中可能具有潜在的应用。描述了二氧化碳通过与有机碳酸酯反应在上述胺的氨基甲酸酯化中的催化作用。

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《Green chemistry》 |2002年第5期|共5页
作者
Angela Dibenedetto; Michele Aresta; Carlo Fragale; Marcella Narracci;
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中图分类数理科学和化学;化学工业废物处理与综合利用;
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1. Reaction of silylakylmono- and silylalkyldi-amines with carbon dioxide: evidence of formation of inter- and intra-molecular ammonium carbamates and their conversion into organic carbamates of industrial interest under carbon dioxide catalysis [J] . Angela Dibenedetto, Michele Aresta, Carlo Fragale, Green chemistry . 2002,第5期

机译：甲硅烷基烷基单-和甲硅烷基烷基二胺与二氧化碳的反应：分子间和分子内氨基甲酸铵的形成证据，以及在二氧化碳催化下它们转化为具有工业价值的有机氨基甲酸酯的证据
2. Three-component reaction of amines, epoxides, and carbon dioxide: A straightforward route to organic carbamates [J] . Hosseinian Akram, Ahmadi Sheida, Mohammadi Robab, Journal of CO2 Utilization . 2018,第期

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机译：二氧化碳向醇的光电化学转化：通过碳键形成碳基燃料。

Reaction of silylakylmono- and silylalkyldi-amines with carbon dioxide: evidence of formation of inter- and intra-molecular ammonium carbamates and their conversion into organic carbamates of industrial interest under carbon dioxide catalysis

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