An Efficient Synthesis of Bis-1,3-(3′-aryl‑N‑heterocycl-1′-yl)arenes as CCC-NHC Pincer Ligand Precursors

A report that demonstrated an efficient methodology for the arylation of imidazoles has been extended to bis(N-heterocyclic) compounds. Using bis(aryl) iodonium salts provides high-yielding access to CCC-NHC ligand precursors in a single step. Examples of arylation using various iodonium salts are r...

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Bibliographic Details
Published in:Organic letters 2014-05, Vol.16 (9), p.2570-2572
Main Authors: Howell, Tyler O., Huckaba, Aron J., Hollis, T. Keith
Format: Article
Language:English
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Summary:A report that demonstrated an efficient methodology for the arylation of imidazoles has been extended to bis(N-heterocyclic) compounds. Using bis(aryl) iodonium salts provides high-yielding access to CCC-NHC ligand precursors in a single step. Examples of arylation using various iodonium salts are reported herein with an investigation into the factors governing their relative rate of reactivity. The metalation of one of these compounds using Zr(NMe2)4 and its subsequent treatment with [Pt(COD)Cl2] to yield a transmetalated product are reported.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol5007407