Transfer hydrogenation

In chemistry, transfer hydrogenation is a chemical reaction involving the addition of hydrogen to a compound from a source other than molecular H2. It is applied in laboratory and industrial organic synthesis to saturate organic compounds and reduce ketones to alcohols, and imines to amines. It avoids the need for high-pressure molecular H2 used in conventional hydrogenation. Transfer hydrogenation usually occurs at mild temperature and pressure conditions using organic or organometallic catalysts, many of which are chiral, allowing efficient asymmetric synthesis. It uses hydrogen donor compounds such as formic acid, isopropanol or dihydroanthracene, dehydrogenating them to CO2, acetone, or anthracene respectively.[1] Often, the donor molecules also function as solvents for the reaction. A large scale application of transfer hydrogenation is coal liquefaction using "donor solvents" such as tetralin.[2][3]

  1. ^ Wang, Dong; Astruc, Didier (2015). "The Golden Age of Transfer Hydrogenation". Chem. Rev. 115 (13): 6621–6686. doi:10.1021/acs.chemrev.5b00203. ISSN 0009-2665.
  2. ^ Speight, J. G. "The Chemistry and Technology of Coal" Marcel Dekker; New York, 1983; p. 226 ff. ISBN 0-8247-1915-8.
  3. ^ Muñiz, Kilian (2005). "Bifunctional Metal-Ligand Catalysis: Hydrogenations and New Reactions within the Metal-(Di)amine Scaffold13". Angewandte Chemie International Edition. 44 (41): 6622–6627. doi:10.1002/anie.200501787. PMID 16187395.

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