Hydrogen-bond acceptance of bifunctional ligands in an alkyne-metal π complex

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Department of Chemistry and Biochemistry, San Diego State University, 5500 Campanile Drive, San Diego, CA 92182-1030, United States [1 ]
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Experiment and theory have been used to study reactive alkyne π complexes; intermediates in anti-Markovnikov alkyne hydration by CpRu bis(phosphine) catalysts with heterocyclic substituents. Each heterocycle accepts a hydrogen bond from an acetylene C-H; as revealed by NMR coupling constants between alkyne 13C and 1H nuclei as well as between alkyne 13C and pyridine 15N (2hJCN). Moreover; further alkyne transformations occur at temperatures from 50 to 90 °C below what is needed to convert a control compound without the heterocycles. Copyright © 2008 American Chemical Society;
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