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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.

ABSTRACT: 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.

SUBMITTER: Yoshida Y

PROVIDER: S-EPMC6122324 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

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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.

Yoshida Yoshiaki Y Aoyagi Naoto N Endo Takeshi T

Beilstein journal of organic chemistry 20180823

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 solid ...[more]

PMID: 30202473

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