Metal-Catalyzed Selective Deoxygenation of Diols to Alcohols


  • We thank the U.S. Department of Energy, Office of Science, Laboratory Technology Research Program for support. Research at Brookhaven National Laboratory was carried out under contract DE-AC02-98CH10886 with the U.S. Department of Energy and was additionally supported by its Division of Chemical Sciences, Office of Basic Energy Sciences. We thank Dupont Central Research and Development for additional funding. M.S. thanks the NSERC (Canada) for a postdoctoral fellowship.


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The internal OH group of 1,2-propanediol is selectively removed in the deoxygenation catalyzed by [{Cp*Ru(CO)2}2(μ-H)]+OTf (1, Cp*=C3Me5, OTf=trifluoromethanesulfonate; see scheme). This reaction provides a model for deoxygenation of polyols derived from carbohydrates, for use in alternative, biomass-based feedstock applications. An ionic mechanism is proposed that involves the dihydrogen complex [Cp*Ru(CO)2(η2-H2)]+.