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Title: Cobalt-catalyzed C-H bond functionalizations with aryl and alkyl chlorides. Author: Punji B, Song W, Shevchenko GA, Ackermann L. Journal: Chemistry; 2013 Aug 05; 19(32):10605-10. PubMed ID: 23821432. Abstract: Inexpensive cobalt catalysts derived from N-heterocylic carbenes (NHC) allowed efficient catalytic C-H bond arylations on heteroaryl-substituted arenes with widely available aryl chlorides, which set the stage for the preparation of sterically hindered tri-ortho-substituted biaryls. Likewise, challenging direct alkylations with β-hydrogen-containing primary and even secondary alkyl chlorides proceeded on pyridyl- and pyrimidyl-substituted arenes and heteroarenes. The cobalt-catalyzed C-H bond functionalizations occurred efficiently at ambient reaction temperature with excellent levels of site-selectivities and ample scope. Mechanistic studies highlighted that electron-deficient aryl chlorides reacted preferentially, while the arenes kinetic C-H bond acidity was found to largely govern their reactivity.[Abstract] [Full Text] [Related] [New Search]