Electrochemical capture and release of carbon dioxide using a disulfide-thiocarbonate redox cycle

Poonam Singh, Joseph H. Rheinhardt, Jarred Z. Olson, Tarakeshwar Pilarisetty, Vladimiro Mujica, Daniel Buttry

Research output: Contribution to journalArticlepeer-review

60 Scopus citations


We describe a new electrochemical cycle that enables capture and release of carbon dioxide. The capture agent is benzylthiolate (RS"), generated electrochemically by reduction of benzyldisulfide (RSSR). Reaction of RS- with CO2 produces a terminal, sulfurbound monothiocarbonate, RSCO2-, which acts as the CO2 carrier species, much the same as a carbamate serves as the CO2 carrier for amine-based capture strategies. Oxidation of the thiocarbonate releases CO2 and regenerates RSSR The newly reported S-benzylthiocarbonate (IUPAC name benzylsulfanylformate) is characterized by 1H and 13C NMR, FTIR, and electrochemical analysis. The capture-release cycle is studied in the ionic liquid 1-butyl-1-methylpyrrolidinium bis(trifluoromethylsulfonyl)imide (BMP TFSI) and dimethylformamide. Quantum chemical calculations give a binding energy of CO2 to benzyl thiolate of -66.3 kJ mol-1, consistent with the experimental observation of formation of a stable CO2 adduct. The data described here represent the first report of electrochemical behavior of a sulfur-bound terminal thiocarbonate.

Original languageEnglish (US)
Pages (from-to)1033-1036
Number of pages4
JournalJournal of the American Chemical Society
Issue number3
StatePublished - Jan 25 2017

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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