Alkyl-Alkyl Suzuki Cross-Couplings of Unactivated Secondary Alkyl Halides at Room Temperature
Bunnai Saito and Gregory C. Fu*
*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, Email: gcfmit.edu
B. Saito, G. C. Fu, J. Am. Chem. Soc., 2007, 129, 9602-9603.
DOI: 10.1021/ja074008l (free Supporting Information)
Commercially available trans-N,N‘-dimethyl-1,2-cyclohexanediamine serves as an effective ligand for Ni-catalyzed Suzuki cross-couplings of unactivated alkyl electrophiles with alkylboranes at room temperature. Earlier success in Suzuki couplings of such electrophiles had been restricted to reactions with aryl- and vinylboron reagents at elevated temperature.
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F. González-Bobes, G. C. Fu, J. Am. Chem. Soc., 2006, 128, 5360-5361.
Boronic Acids: New Coupling Partners in Room-Temperature Suzuki Reactions of Alkyl Bromides. Crystallographic Characterization of an Oxidative-Addition Adduct Generated under Remarkably Mild Conditions
J. H. Kirchhoff, M. R. Netherton, I. D. Hill, G. C. Fu, J. Am. Chem. Soc., 2002, 124, 13662-13663.