The complexes TpxCu (Tpx = homoscorpionate) catalyse the insertion of diazo compounds into nitrogen-hydrogen bonds of amines and amides, under very mild conditions, with quantitative yields being obtained with equimolar ratios of reactants.
The complexes TpXCu (TpX = homoscorpionate ligands) efficiently catalyze the insertion
of the carbene fragment :CHCO2Et, generated from ethyl diazoacetate, into the OH bond of
saturated and unsaturated alcohols, under mild conditions. In the case of unsaturated
alcohols, the reaction proceeds selectively toward the insertion product, and in no case has
the addition product been observed.
The complexes Tp Br3 Cu(NCMe) (1) and Tp Ms Cu (2) catalyze the addition of the :CHCO 2 Et unit (generated from N 2 CHCO 2 Et, EDA) to benzene to give a cycloheptatriene ring, in analogy with the Bu ¨chner reaction. When alkyl groups are attached to the aromatic rings, the selectivity of the reaction can be oriented toward addition or, alternatively, to the insertion into an alkyl C-H bond by using 1 or 2, respectively.
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