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 |
