Palladium (II) Catalyzed Synthesis of Meta-Substituted Biphenyls via Carboxylate Directed Ortho-Arylation Decarboxylation Cascade: Experimental and Theoretical Insights
Debasish Sarmah, Porag Bora, Ankur Kanti Guha, Nand Kishor Gour, Anup Choudhury, Utpal Bora
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Abstract
The ortho-directing nature of the carboxylic acid functional group has been utilized in the traceless C6 arylation of C2-substituted benzoic acids with aryl iodides under palladium catalysis to afford meta-substituted biphenyls. The reaction is seen to follow a cascade pathway involving traceless carboxylate directed C2 arylation followed by decarboxylation. The utilization of a bulky protic solvent such as pivalic acid removes the need of higher amounts of the arylating agents as required in the earlier protocols. Theoretical studies further reveal the tandem directed arylation–decarboxylation pathway.
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All new compounds should be satisfactorily identified and proof of their structure given according to generally accepted standards. Structural reports, such as papers exclusively dealing with synthesis and characterization, analytical techniques, or X-ray diffraction studies of metal-organic or organometallic compounds will not be considered. The editors reserve the right to refuse without peer review any manuscript that does not comply with the aims and scope of the journal. Applied Organometallic Chemistry publishes Full Papers, Reviews, Mini Reviews and Communications of scientific research in all areas of organometallic and metal-organic chemistry involving main group metals, transition metals, lanthanides and actinides. All contributions should contain an explicit application of novel compounds, for instance in materials science, nano science, catalysis, chemical vapour deposition, metal-mediated organic synthesis, polymers, bio-organometallics, metallo-therapy, metallo-diagnostics and medicine. Reviews of books covering aspects of the fields of focus are also published.
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