Gold(I) complexes with hydrogen-bond supported heterocyclic carbenes as active catalysts in reactions of 1,6-enynes |
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Authors: | Bartolomé Camino Ramiro Zoraida Pérez-Galán Patricia Bour Christophe Raducan Mihai Echavarren Antonio M Espinet Pablo |
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Institution: | IU CINQUIMA/Química Inorgánica, Facultad de Ciencias, UniVersidad de Valladolid, E-47071 Valladolid, Spain. |
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Abstract: | Complexes AuCl{C(NHR)(NHPy-2)}] (Py-2 ) 2-pyridyl; R ) Me, tBu, nBu, iPr, nheptyl) have been prepared in amodular way from AuCl(CNPy-2)]. The carbene moiety has a hydrogen-bond supported heterocyclic structure similar to the nitrogen heterocyclic carbenes in the solid state, and in CH2Cl2 or acetone solution, which is open in the presence of MeOH. The compounds are good catalysts for the skeletal rearrangement of enynes, and for the methoxycyclization of enynes. In contrast, the complexes AuCl{C(NHR)(NHPy-4)}] are scarcely active due to the blocking effect of the coordination position required for the catalysis by the nitrogen of the NHPy-4 group. |
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