Hydrogenation of polar bonds catalysed by ruthenium-pincer complexes

Ekambaram Balaraman, David Milstein

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

Catalytic hydrogenation of polar bonds using molecular hydrogen is an important, atom-economical synthetic reaction. Classical reduction methods of polar bond often require reactive metal-hydride reagents in stoichiometric amount and produce copious waste. Hydrogenation of carbonyl compounds in particular provides ‘green’ approaches to synthetically important building blocks, such as alcohols and amines. We have designed and synthesized several ruthenium-based pincer catalysts for unprecedented hydrogenation reactions including: (1) amides to alcohols and amines, (2) biomass-derived di-esters to 1,2-diols and (3) CO2 and CO derivatives to methanol. These atom-economical reactions operate under neutral, homogeneous conditions, at mild temperatures, mild hydrogen pressures, and can operate in absence of solvent with no generation of waste. The postulated mechanisms involve metal-ligand cooperation (MLC) by aromatization-dearomatization of the heteroaromatic pincer core.

Original languageEnglish
Pages (from-to)19-44
Number of pages26
JournalTopics in Organometallic Chemistry
Volume48
DOIs
Publication statusPublished - Nov 1 2014

Fingerprint

Ruthenium
Hydrogenation
Amines
Hydrogen
Alcohols
Metals
Aromatization
Carbonyl compounds
Atoms
Carbon Monoxide
Amides
Hydrides
Methanol
Esters
Biomass
Ligands
Derivatives
Catalysts
Temperature

Keywords

  • Amides
  • Carbon dioxide
  • Esters
  • Hydrogen
  • Hydrogenation
  • Metal-ligand cooperation
  • Pincer complexes
  • Ruthenium

ASJC Scopus subject areas

  • Organic Chemistry
  • Inorganic Chemistry
  • Catalysis

Cite this

Hydrogenation of polar bonds catalysed by ruthenium-pincer complexes. / Balaraman, Ekambaram; Milstein, David.

In: Topics in Organometallic Chemistry, Vol. 48, 01.11.2014, p. 19-44.

Research output: Contribution to journalArticle

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