C(sp)-H activation-enabled cross-coupling of two aryl halides: an approach to 9,10-dihydrophenanthrenes

A palladium-catalyzed cross-coupling reaction of aryl halides with 2-chlorobenzoic acids has been developed. The reaction forms C(sp 3 ), C(sp 2 )-palladacycles through C(sp 3 )-H activation. The palladacycles react with 2-chlorobenzoic acids through two successive C-C cross-couplings, and two C-C b...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2020-09, Vol.56 (74), p.1942-1945
Main Authors: Gu, Yichao, Sun, Xueliang, Wan, Bin, Lu, Zhuoer, Zhang, Yanghui
Format: Article
Language:English
Subjects:
Activation
Aromatic compounds
Chemical reactions
Couplings
Covalent bonds
Cross coupling
Crystallography
Dihydrophenanthrene
Halides
Palladium
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Summary:A palladium-catalyzed cross-coupling reaction of aryl halides with 2-chlorobenzoic acids has been developed. The reaction forms C(sp 3 ), C(sp 2 )-palladacycles through C(sp 3 )-H activation. The palladacycles react with 2-chlorobenzoic acids through two successive C-C cross-couplings, and two C-C bonds are formed with high chemoselectivity. The reaction provides an innovative method for the synthesis of 9,10-dihydrophenanthrenes. A palladium-catalyzed cross-coupling reaction of aryl halides with 2-chlorobenzoic acids has been developed through C(sp 3 )-H activation, which provides an innovative method for the synthesis of 9,10-dihydrophenanthren.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc04602g