Hydrogen-free homogeneous catalytic reduction of olefins in aqueous solutions

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(Chemical Equation Presented) Herein we report a study involving the homogeneous catalytic reduction of unsaturated substrates in aqueous solutions or water-organic solvent mixtures. The reduction of olefins has been carried out in the presence of catalytic amounts of [Fe(CN)5NH3] 3- and excess of N...

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Autor principal: Gaviglio, C.
Otros Autores: Doctorovich, F.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2008
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Acceso en línea:Registro en Scopus
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100 1 |a Gaviglio, C. 
245 1 0 |a Hydrogen-free homogeneous catalytic reduction of olefins in aqueous solutions 
260 |c 2008 
270 1 0 |m Doctorovich, F.; Departamento de Quimica Inorganica, Analitica Y Quimica Fisica/INQUIMAE-CONICET, Facultad de Ciencias Exactas Y Naturales, Pabellón II, (C1428EHA) Buenos Aires, Argentina; email: doctorovich@qi.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
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520 3 |a (Chemical Equation Presented) Herein we report a study involving the homogeneous catalytic reduction of unsaturated substrates in aqueous solutions or water-organic solvent mixtures. The reduction of olefins has been carried out in the presence of catalytic amounts of [Fe(CN)5NH3] 3- and excess of NH2OH, which under mild reaction conditions can be used to reduce carbon-carbon unsaturations without affecting carbonyl functionalities and aromatic rings. To explore the scope of the catalytic reduction, a wide variety of representative unsaturated substrates have been examined. The steric effects of the substituents on the carbon-carbon multiple bond as well as the regioselectivity and stereoselectivity of the catalyst have been studied. The deuterium kinetic isotope effect on the catalytic reduction of double bonds in olefins has been analyzed, and no significant kinetic isotope effect was found. Among the great advantages of this novel procedure for catalytic reduction are that hydrogen and high pressures are not needed, the catalyst is inexpensive and easily prepared, and water as well as water-organic solvent mixtures can be used as reaction media. © 2008 American Chemical Society.  |l eng 
593 |a Departamento de Quimica Inorganica, Analitica Y Quimica Fisica/INQUIMAE-CONICET, Facultad de Ciencias Exactas Y Naturales, Pabellón II, (C1428EHA) Buenos Aires, Argentina 
690 1 0 |a CHEMICAL REACTIONS 
690 1 0 |a HYDROGEN 
690 1 0 |a IRON 
690 1 0 |a NONMETALS 
690 1 0 |a OLEFINS 
690 1 0 |a ORGANIC COMPOUNDS 
690 1 0 |a ORGANIC SOLVENTS 
690 1 0 |a AQUEOUS SOLUTIONS 
690 1 0 |a CATALYTIC AMOUNTS 
690 1 0 |a CATALYTIC REDUCTIONS 
690 1 0 |a CHEMICAL EQUATIONS 
690 1 0 |a WATER-ORGANIC SOLVENT MIXTURES 
690 1 0 |a SOLUTIONS 
690 1 0 |a ALKENE DERIVATIVE 
690 1 0 |a HYDROGEN 
690 1 0 |a ISOTOPE 
690 1 0 |a ORGANIC SOLVENT 
690 1 0 |a WATER 
690 1 0 |a AQUEOUS SOLUTION 
690 1 0 |a ARTICLE 
690 1 0 |a CATALYSIS 
690 1 0 |a CHEMICAL REACTION 
690 1 0 |a COST 
690 1 0 |a KINETICS 
690 1 0 |a PRESSURE 
690 1 0 |a REDUCTION KINETICS 
690 1 0 |a STEREOSPECIFICITY 
650 1 7 |2 spines  |a CARBON 
700 1 |a Doctorovich, F. 
773 0 |d 2008  |g v. 73  |h pp. 5379-5384  |k n. 14  |p J. Org. Chem.  |x 00223263  |w (AR-BaUEN)CENRE-337  |t Journal of Organic Chemistry 
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