Ruthenium, carbonylchloro[2-(diphenylphosphino-κP)-N-[2-(diphenylphosphino-κP)ethyl]ethanamine-κN]hydro-,

Abstract

A brief review on the application of the title compound as a highly efficient catalyst for alcohol dehydrogenation and the hydrogenation of esters was presented. The efficacy of this ruthenium catalyst in the dehydrogenation of isopropanol was discussed in comparison with similar catalysts, including Milstein's catalyst and the Baratta-type catalyst. Other examples presented include the acceptorless dehydrogenation of ethanol for the synthesis of ethyl acetate and methanol dehydrogenation to produce hydrogen and carbon dioxide. Its utility in the catalytic hydrogenation of esters, hydrogenation of cyclic carbonates, hydrogenation of diethyl oxalate and related esters, and in the synthesis of fluorinated alcohols and fluoral hemiacetals by hydrogenation of fluorinated esters was also reviewed. [1295649-40-9 C29H31ClNOP2Ru (MW 608.03) InChI = 1S/C28H28NP2.CO.ClH.Ru.H/c1-5-13-25(14-6-1)30(26-15-7-2-8-16-26)23-21-29-22-24-31(27-17-9-3-10-18-27)28-19-11-4-12-20-28;1-2;;;/h1-20H,21-24H2;;1H;;/q-1;;;+2;/p-1 InChIKey = AWYGQKHYXJQAJZ-UHFFFAOYSA-M (ruthenium catalyst for dehydrogenation of alcohols; hydrogenation of esters and cyclic carbonates) Alternate Names: carbonylchlorohydrido[bis-(2-diphenylphosphinoethyl)amine]ruthenium(II); Ru-MACHO. Physical Data: mp 308 °C (dec.). Solubility: soluble in protic solvents such as methanol, ethanol, and isopropanol as well as in THF. Form Supplied in: pale yellow solid. Preparative Method: carbonylchloro[2-(diphenylphosphino-κP)-N-[2-(diphenylphosphino-κP)ethyl]ethanamine-κN]hydroruthenium ( 1), also known as Ru-MACHO, can be prepared from the commercially available bis[(2-diphenylphosphino)ethyl]ammonium chloride and carbonylchlorohydridotris(triphenylphosphine)ruthenium(II) (eq 1).1, 2 (1) Handling, Storage, and Precautions: phosphine-containing hydridoruthenium complexes are generally air sensitive and may undergo slow decomposition in air; storage under an inert atmosphere in a refrigerator is highly recommended.