Abstract
The first example of PdII-catalyzed γ-C(sp3)−H functionalization of aliphatic and benzoheteroaryl aldehydes has been developed using a transient ligand and an external ligand, concurrently. A wide array of γ-arylated aldehydes were readily accessed without preinstalling internal directing groups. The catalytic mechanism was studied by performing deuterium-labelling experiments, which indicated that the γ-C(sp3)−H bond cleavage is the rate-limiting step during the reaction process. This reaction could be performed on a gram scale, and also demonstrated its potential application in the synthesis of new mechanofluorochromic materials with blue-shifted mechanochromic properties.
Original language | English |
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Pages (from-to) | 3078-3082 |
Number of pages | 5 |
Journal | Angewandte Chemie - International Edition |
Volume | 59 |
Issue number | 8 |
DOIs | |
State | Published - Feb 17 2020 |
Keywords
- C−H activation
- aldehydes
- mechanochromism
- palladium
- reaction mechanisms