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Facile Regio- and Stereoselective Hydrometalation of Alkynes with a Combination of Carboxylic Acids and Group 10 Transition Metal Complexes: Selective Hydrogenation of Alkynes with Formic Acid

Ruwei Shen, Tieqiao Chen, Yalei Zhao, Renhua Qiu, Yongbo Zhou, Shuangfeng Yin*, Xiangbo Wang, Midori Goto and Li-Biao Han*

*College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China, Email:,

R. Shen, T. Chen, Y. Zhao, R. Qiu, Y. Zhou, S. Yin, X. Wang, M. Goto, L.-B. Han, J. Am. Chem. Soc., 2011, 133, 17037-17044.

DOI: 10.1021/ja2069246

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An unprecedented reduction of alkynes with formic acid can selectively produce cis-, trans-alkenes and alkanes by slightly tuning the reaction conditions via the generation of an alkenylpalladium intermediate and subsequent transformation of this complex in a variety of reactions catalyzed by a combination of Brønsted acid and Pd(0) complex.

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Key Words

Reduction of Alkynes, Semireduction of Alkynes, Formic Acid

ID: J48-Y2011-3110