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Carbon Dioxide Capture by Amino Acids through an Arginine–Arginine Carbamate Ion Pair

Chi‐Yuan Cheng, Hongwei Shen, Nan‐Nan Shen, Cristina Castro, Viktor Dubovoy, Donghui Wu, Ravi Subramanyan, Xiao‐Ying Huang, Chloe E. Pitsch, Xiaotai Wang, Long Pan

2021Industrial & Engineering Chemistry Research13 citationsDOI

Abstract

A novel complex comprising an ion pair of arginine–arginine carbamate is reported herein, which is isolated from an aqueous l-arginine solution after reacting with CO2. Its structure was unambiguously elucidated via single-crystal X-ray diffraction, and its phase purity was confirmed by powder X-ray diffraction (PXRD) analysis. Nuclear magnetic resonance (NMR) studies suggested that the arginine carbamate complex hydrolyzed in aqueous conditions with a rate directly proportional to its concentration. Furthermore, density functional theory (DFT) calculations revealed how the amino group acted as a nucleophile to attack CO2 to enable the ion-pair formation through a proton transfer between the arginine and arginine carbamate. The discovery of the arginine–CO2 adduct expands our understanding of CO2 fixation and can lead to the development of new methods of implementing l-arginine or other amino acids for CO2 capture technology.

Topics & Concepts

ArginineChemistryAqueous solutionCarbamateAdductAmino acidHydrolysisNucleophileCrystallographyInorganic chemistryOrganic chemistryStereochemistryBiochemistryCatalysisCarbon Dioxide Capture TechnologiesMembrane Separation and Gas TransportCarbon dioxide utilization in catalysis