Catalytic Pauson–Khand Reaction in Ethylene Glycol–Toluene: Activity­, Selectivity, and Catalyst Recycling

Author:

Verdaguer Xavier12ORCID,Riera Antoni12ORCID,Cabré Albert12ORCID

Affiliation:

1. Institute for Research in Biomedicine (IRB Barcelona), The Barcelona Institute of Science and Technology

2. Departament de Química Inorgànica i Orgànica, Secció Orgànica, Universitat de Barcelona

Abstract

The use of ethylene glycol (15% v/v in toluene) as additive in the catalytic Pauson–Khand reaction (PKR) is reported. In most cases both the yield and selectivity were enhanced compared to standard protocols. Moreover, the immiscibility of ethylene glycol in toluene allowed recycling of the catalyst (which remained mainly in the ethylene glycol). The recycling allowed catalyst loading to be reduced to only 3 mol%. A gram-scale reaction was also performed, allowing the use of only 1 mol% of Co2(CO)8, the lowest amount reported so far in intermolecular cobalt-catalyzed PKR.

Funder

Ministerio de Economía y Competitividad

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

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