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Palladium(II)-Catalyzed Direct Alkoxylation of Arenes: Evidence for Solvent-Assisted Concerted Metalation Deprotonation

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Title Palladium(II)-Catalyzed Direct Alkoxylation of Arenes: Evidence for Solvent-Assisted Concerted Metalation Deprotonation
 
Creator ANAND, M
SUNOJ, RB
 
Subject C-H BOND
REDUCTIVE ELIMINATION
DIRECT ARYLATION
ACTIVATION
MECHANISM
SP(2)
FUNCTIONALIZATION
OXIDANT
OXYGEN
WATER
 
Description Density functional theory investigations on the mechanism of palladium acetate catalyzed direct alkoxylation of N-methoxybenzamide in methanol reveal that the key steps involve solvent-assisted N-H as well as C-H bond activations. The transition state for the critical palladium-carbon bond formation through a concerted metalation deprotonation (CMD) process leading to a palladacycle intermediate has been found to be more stable in the methanol-assisted pathway as compared to an unassisted route.
 
Publisher AMER CHEMICAL SOC
 
Date 2012-06-26T09:09:18Z
2012-06-26T09:09:18Z
2011
 
Type Article
 
Identifier ORGANIC LETTERS,13(18)4802-4805
1523-7060
http://dx.doi.org/10.1021/ol201830r
http://dspace.library.iitb.ac.in/jspui/handle/100/14263
 
Language English