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Title: Ligand‐Controlled Direct γ‐C−H Arylation of Aldehydes
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.

 
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Award ID(s):
2028770 2029932
NSF-PAR ID:
10131411
Author(s) / Creator(s):
 ;  ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
Angewandte Chemie International Edition
Volume:
59
Issue:
8
ISSN:
1433-7851
Page Range / eLocation ID:
p. 3078-3082
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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