BJOC - Selective formation of a zwitterion adduct and bicarbonate salt in the efficient CO2 fixation by N-benzyl cyclic guanidine under dry and wet conditions

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Supporting Information File 1: DFT computational results, FTIR-ATR, and NMR spectra of 1, 2 and 3.
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Selective formation of a zwitterion adduct and bicarbonate salt in the efficient CO₂ fixation by N-benzyl cyclic guanidine under dry and wet conditions

Yoshiaki Yoshida, Naoto Aoyagi and Takeshi Endo

Beilstein J. Org. Chem. 2018, 14, 2204–2211. https://doi.org/10.3762/bjoc.14.194

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Yoshida, Y.; Aoyagi, N.; Endo, T. Beilstein J. Org. Chem. 2018, 14, 2204–2211. doi:10.3762/bjoc.14.194

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TY  - JOUR
A1  - Yoshida, Yoshiaki
A1  - Aoyagi, Naoto
A1  - Endo, Takeshi
T1  - Selective formation of a zwitterion adduct and bicarbonate salt in the efficient CO2 fixation by N-benzyl cyclic guanidine under dry and wet conditions
JF  - Beilstein Journal of Organic Chemistry
PY  - 2018///
VL  - 14
SP  - 2204
EP  - 2211
SN  - 1860-5397
DO  - 10.3762/bjoc.14.194
PB  - Beilstein-Institut
JA  - Beilstein J. Org. Chem.
UR  - https://doi.org/10.3762/bjoc.14.194
KW  - bicarbonate salt
KW  - carbon dioxide adsorption
KW  - cyclic guanidine
KW  - repeatable capture and release
KW  - zwitterion adduct
N2  - The efficient CO2 fixation by N-benzyl cyclic guanidine 1 was achieved by bubbling dry CO2 through CH3CN at 25 °C for 2 h. In addition, the zwitterion adduct 2 and bicarbonate salt 3 were selectively prepared from 1 under dry (in anhydrous CH3CN) and wet (in CH3CN containing an equimolar amount of water for 1) conditions, respectively. Both compounds 2 and 3 were isolated as white solids and their structures were characterized in detail by elemental analysis, FTIR-ATR, solid-state NMR, TGA, and DFT calculation. These analytical results obviously revealed the formation of a zwitterion adduct and bicarbonate salt from N-benzyl cyclic guanidine and CO2. Especially, the zwitterion adduct of the monocyclic guanidine derivative and CO2 was isolated and characterized for the first time.
ER  -

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Scholarly Works

Roy, A.; Holmes, H. E.; Baugh, L. S.; Calabro, D. C.; Leisen, J.; Seth, S.; Ren, Y.; Weston, S. C.; Lively, R. P.; Finn, M. Guanidine-Functionalized PIM-1 as a High-Capacity Polymeric Sorbent for CO2 Capture. Chemistry of Materials 2024, 36, 4393–4402. doi:10.1021/acs.chemmater.3c03311
Mantovani, S.; Pintus, A.; Kovtun, A.; Gondolini, A.; Casadio, S.; Sanson, A.; Marforio, T. D.; Calvaresi, M.; Rancan, M.; Armelao, L.; Bertuzzi, G.; Melucci, M.; Bandini, M. Graphene Oxide-Arginine Composites: Efficient Dual Function Materials for Integrated CO2 Capture and Conversion. ChemSusChem 2024, 17, e202301673. doi:10.1002/cssc.202301673
Garai, M.; Rozyyev, V.; Ullah, Z.; Jamal, A.; Yavuz, C. T. Zwitterion π–conjugated network polymer based on guanidinium and β-ketoenol as a heterogeneous organo-catalyst for chemical fixation of CO2 into cyclic carbonates. APL Materials 2019, 7, 111102. doi:10.1063/1.5122017
Mannisto, J. K.; Sahari, A.; Lagerblom, K.; Niemi, T.; Nieger, M.; Sztanó, G.; Repo, T. One-Step Synthesis of 3,4-Disubstituted 2-Oxazolidinones by Base-Catalyzed CO2 Fixation and Aza-Michael Addition. Chemistry (Weinheim an der Bergstrasse, Germany) 2019, 25, 10284–10289. doi:10.1002/chem.201902451

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benzyl~	words that are close to the word “benzyl”, such as “benzoyl” (i.e., fuzzy search)