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Irradiation of Imine-Group VI Carbene Complexes in the Presence of Alkynes. 2. Control of Product Distribution
journal contribution
posted on 2005-08-19, 00:00 authored by Diego Sampedro, Míriam Caro, Miguel A. Rodríguez, Pedro J. CamposThe photoreactivity of iminecarbene complexes in the presence of alkynes has been explored. Up
to four different reaction paths are available depending on the alkyne and carbene complex
substituents, although in each case only one type of product is isolated. 2H-Pyrrole derivatives are
formed mainly from aryl alkynes. When alkyl alkynes are used, the method affords a new type of
aza-dendralene product in good yields. Isoquinoline derivatives can also be formed in a two-step
one-pot photochemical process when the appropriate substituents are present. Finally, indene
derivatives are also available through a benzannulation reaction. To explore the underlying
mechanism, we carried out computations using DFT methods. Experimental and theoretical results
compare well, which allows control over the reaction and product distribution.