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Synthesis 2018; 50(19): 3891-3896
DOI: 10.1055/s-0037-1610441
DOI: 10.1055/s-0037-1610441
paper
Catalytic Pauson–Khand Reaction in Ethylene Glycol–Toluene: Activity, Selectivity, and Catalyst Recycling
We gratefully acknowledge institutional funding from the Spanish Ministry of Economy, Industry and Competitiveness (MINECO, CTQ2017-87840-P) and IRB Barcelona trough the CERCA Programme of the Catalan Government. IRB Barcelona is the recipient of a Severo Ochoa Award of Excellence from MINECO (Government of Spain).Further Information
Publication History
Received: 19 April 2018
Accepted after revision: 30 May 2018
Publication Date:
05 July 2018 (online)
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.
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Selected reviews:
Selected synthetic applications of the intramolecular PKR:
Selected applications of the intermolecular PKR:
For heterogeneous bimetallic catalysts Co/M (M = Rh, Ru) see: