Recyclable Polystyrene-Supported Siloxane-Transfer Agent for Palladium-Catalyzed Cross-Coupling Reactions

Minh H. Nguyen and Amos B. Smith, III*

*Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104, United States, Email: smithabsas.upenn.edu

M. H. Nguyen, A. B. Smith, III, Org. Lett., 2014, 16, 2070-2073.

DOI: 10.1021/ol5007086

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Abstract

Transmetalation between lithium compounds and a significantly improved insoluble polymer-supported siloxane-transfer agent permits subsequent, efficient palladium-catalyzed cross-coupling reactions. The cross-linked polystyrene support facilitates product purification with excellent siloxane recycling.

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Design, Synthesis, and Validation of an Effective, Reusable Silicon-Based Transfer Agent for Room-Temperature Pd-Catalyzed Cross-Coupling Reactions of Aryl and Heteroaryl Chlorides with Readily Available Aryl Lithium Reagents

D. Martinez-Solorio, B. Melillo, L. Sanchez, Y. Liang, E. Lam, K. N. Houk, A. B. Smith, III, J. Am. Chem. Soc., 2016, 138, 1836-1839.

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Key Words

Biaryl Synthesis

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ID: J54-Y2014