Manganese Catalyzed Hydrogenation of Carbamates and Urea Derivatives

Uttam Kumar Das, Amit Kumar, Yehoshoa Ben-David, Mark A. Iron, David Milstein

Research output: Contribution to journalArticle

Abstract

We report the hydrogenation of carbamates and urea derivatives, two of the most challenging carbonyl compounds to be hydrogenated, catalyzed for the first time by a complex of an earth-abundant metal. The hydrogenation reaction of these CO2-derived compounds, catalyzed by a manganese pincer complex, yields methanol in addition to amine and alcohol, which makes this methodology a sustainable alternative route for the conversion of CO2 to methanol, involving a base-metal catalyst. Moreover, the hydrogenation proceeds under mild pressure (20 bar). Our observations support a hydrogenation mechanism involving the Mn-H complex. A plausible catalytic cycle is proposed based on informative mechanistic experiments.

Original languageEnglish
Pages (from-to)12962-12966
Number of pages5
JournalJournal of the American Chemical Society
Volume141
Issue number33
DOIs
Publication statusPublished - Aug 21 2019

Fingerprint

Hydrogenation
Carbamates
Manganese
Urea
Derivatives
Methanol
Metals
Carbonyl compounds
Amines
Alcohols
Earth (planet)
Pressure
Catalysts
Experiments

ASJC Scopus subject areas

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

Cite this

Manganese Catalyzed Hydrogenation of Carbamates and Urea Derivatives. / Das, Uttam Kumar; Kumar, Amit; Ben-David, Yehoshoa; Iron, Mark A.; Milstein, David.

In: Journal of the American Chemical Society, Vol. 141, No. 33, 21.08.2019, p. 12962-12966.

Research output: Contribution to journalArticle

Das, Uttam Kumar ; Kumar, Amit ; Ben-David, Yehoshoa ; Iron, Mark A. ; Milstein, David. / Manganese Catalyzed Hydrogenation of Carbamates and Urea Derivatives. In: Journal of the American Chemical Society. 2019 ; Vol. 141, No. 33. pp. 12962-12966.
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