The ring-closing metathesis reactions (RCM) of six standard diene substrates leading to five-, six-, or seven-membered carbo- or heterocycles were investigated under controlled microwave irradiation. RCM protocols were performed with standard Grubbs type II and a cationic ruthenium allenylidene catalyst in neat and ionic liquid-doped methylene chloride under sealed vessel conditions. Very rapid conversions (15 s) were achieved utilizing 0.5 mol % Grubbs II catalyst under microwave conditions. Careful comparison studies indicate that the observed rate enhancements are not the result of a nonthermal microwave effect.
Thin layer chromatography (TLC) represents a fast and inexpensive alternative to NMR spectroscopy or analytical methods based on chromatography for the detection of unexpected products in organometallic combinatorial catalysis. This screening test led to the detection of the catalytic system [Ir(COD)Cl] 2 /PPh 3 for isomerisation of diolefinic substrates instead the expected ring closing metathesis (RCM) reaction.
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