Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis.
| Autor: | Ackerman LKG; Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States., Martinez Alvarado JI; Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States., Doyle AG; Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , United States. |
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| Jazyk: | angličtina |
| Zdroj: | Journal of the American Chemical Society [J Am Chem Soc] 2018 Oct 31; Vol. 140 (43), pp. 14059-14063. Date of Electronic Publication: 2018 Oct 16. |
| DOI: | 10.1021/jacs.8b09191 |
| Abstrakt: | A method for direct cross coupling between unactivated C(sp 3 )-H bonds and chloroformates has been accomplished via nickel and photoredox catalysis. A diverse range of feedstock chemicals, such as (a)cyclic alkanes and toluenes, along with late-stage intermediates, undergo intermolecular C-C bond formation to afford esters under mild conditions using only 3 equiv of the C-H partner. Site selectivity is predictable according to bond strength and polarity trends that are consistent with the intermediacy of a chlorine radical as the hydrogen atom-abstracting species. |
| Databáze: | MEDLINE |
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