%0 Journal Article %J Chemistry - A European Journal %D 2013 %T Cobalt-catalyzed C–H bond functionalizations with aryl and alkyl chlorides %A Punji, Benudhar %A Song, Weifeng %A Shevchenko, Grigory A. %A Ackermann, Lutz %X

Inexpensive cobalt catalysts derived from N-heterocylic carbenes (NHC) allowed efficient catalytic C[BOND]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[BOND]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[BOND]H bond acidity was found to largely govern their reactivity.

%B Chemistry - A European Journal %V 19 %P 10605–10610 %8 AUG %G eng %N 32 %2

Council of Scientific & Industrial Research (CSIR) - India

%3 Foreign %4 5.48 %R 10.1002/chem.201301409