File Name: oxidation of alcohols to aldehydes and ketones .zip
Platinum Metals Rev. The oxidations of alcohols to aldehydes and ketones are vital reactions in synthetic organic chemistry, and high selectivity and mild conditions are important prerequisites for ease of product work-up and lower cost. Currently, many of the best oxidants for these conversions contain high valent ruthenium, with ruthenium acting as a catalyst for these reactions. It is important to have detailed knowledge and understanding of the mechanisms of the oxidation reactions and the factors that influence them, as only by completely understanding how these processes work will it be possible to design better or optimal catalysts.
The outcome of the oxidation of an alcohol depends on the type of oxidizing agent used and on the substituents at the carbon atom bearing the OH group. Selective oxidation of primary alcohols to aldehydes is the most difficult preparation to be carried out. In most cases, further oxidation to carboxylic acid is being observed even under mild conditions and the use of only one equivalent of oxidizing agent. Since the oxidation of primary alcohols to aldehydes is a synthetically important reaction, many attemps have been made to develop reagents for just this purpose. Unfortunately, no generally applicable method is available; however many different ones have been used. Usually, several methods have to be tried to find the best reaction conditions for the conversion.
In this study, for the first time, nitroalkanes, especially nitromethane, have been used as electron acceptors for the highly chemoselective oxidation of alcohols in the presence of a TiO 2 photocatalyst under nm LED irradiation. The reactions showed excellent selectivity for the production of aldehydes. Interestingly, aldehydes such as benzaldehyde and p -methoxybenzaldehyde are stable under the reaction conditions. In the case of the use of 2-nitropropane and 2-methylnitropropane, the product imine, which is the result of the reaction of the aldehyde with aliphatic amine, is also obtained. If you are not the author of this article and you wish to reproduce material from it in a third party non-RSC publication you must formally request permission using Copyright Clearance Center. Go to our Instructions for using Copyright Clearance Center page for details.
This book is a must for anyone involved in the preparation of organic compounds. It is the first one in a new series on basic reactions in organic synthesis. It provides plenty of detailed and useful information in the practical aspects of the oxidation of alcohols to aldehydes and ketones, which is probably the most important reaction in the synthesis of organic compounds. It contains reactions that work well, and covers reagents that are known as well as some novel ones. In this aim, Tojo and Fernandez have most certainly succeeded. Skip to main content Skip to table of contents. Advertisement Hide.
The present invention provides a continuous process for the oxidation of alcohols with the aid of nitroxyl compounds as catalysts in multiphase systems. The oxidation of alcohols to aldehydes or ketones is an important transformation in organic chemistry, since compounds having a high reaction potential are formed from readily available alcohols. Such transformations are therefore of great importance in industrial processes. Catalytic processes are particularly advantageous. A process frequently employed in industry is the gas-phase dehydrogenation of alcohols. However, only volatile compounds can be used in this process. The catalyst systems employed are useful with only a few substrates, and the reaction conditions have to be matched specifically to these substrates.
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