Cobalt-catalyzed C–H bond functionalizations with aryl and alkyl chlorides
Title | Cobalt-catalyzed C–H bond functionalizations with aryl and alkyl chlorides |
Publication Type | Journal Article |
Year of Publication | 2013 |
Authors | Punji, B, Song, W, Shevchenko, GA, Ackermann, L |
Journal | Chemistry - A European Journal |
Volume | 19 |
Issue | 32 |
Pagination | 10605–10610 |
Date Published | AUG |
Abstract | 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. |
DOI | 10.1002/chem.201301409 |
Funding Agency | Council of Scientific & Industrial Research (CSIR) - India |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 5.48 |