Site‐Selective, Remote sp3 C–H Carboxylation Enabled by the Merger of Photoredox and Nickel Catalysis
A photoinduced carboxylation of alkyl halides with CO2 at remote sp3 C–H sites enabled by the merger of photoredox and Ni catalysis is described. This protocol features a predictable reactivity and site‐selectivity that can be modulated by the ligand backbone. Preliminary studies reinforce a rationale based on a dynamic displacement of the catalyst throughout the alkyl side‐chain.
Sahoo, B.; Bellotti, P.; Juliá-Hernández, F.; Meng, Q. Y.; Crespi, S.; König, B.; Martin, R.
Chem.: Eur. J 2019, 25 (38), 9001-9005
DOI:
10.1002/chem.201902095
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ET-PHOTOX
The direct utilization of native functional groups without the need for prefunctionalized holds considerable promise to revolutionize organic synthesis. While significant advances have been realized within the area of C-H activation, the functionalization of inert C-O bonds in aryl ethers is still at its infancy. Prompted by the natural abundance of aryl ethers in Lignin, the second most abundant biopolymer (30% of non-fossil organic carbon on earth), chemists have been challenged to devise, conceptuality and practicality aside, mild, general and widely applicable catalytic technologies for ethereal C-O funcionalization.
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