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Rhodium(II)-Catalyzed Cross-Coupling of Diazo Compounds


  • Support by the NSF (CHE 0750273 for H.M.L.D., CHE 952253 for J.A.) is gratefully acknowledged. P.P. was supported by a NIH Ruth L. Kirchstein postdoctoral fellowship. We also wish to acknowledge The University at Buffalo Center for Computational Research.


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Nothing left to chance: A convenient protocol for selective cross-coupling of diazo compounds for the convergent synthesis of alkenes was developed (see scheme; EDG=aryl, heteroaryl, vinyl; R=O-alkyl, aryl). The selectivity control elements were identified by ReactIR and DFT calculations and provide a framework for the design of viable diazo coupling reactions.