Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 694, Issue 11, Pages 1713-1717Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2008.11.068
Keywords
C-H borylation; Iridium catalysis; Cross-coupling; Iterative synthesis; Dendrimer synthesis
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Masked areneboronic acids have been prepared by Ir-catalyzed C-H borylation of arenes. A [Ir(OMe)(cod)](2) complex with a DPPE ligand showed the highest catalytic activity in the C-H borylation of benzene at 80 degrees C. The reaction system can be applied to substituted arenes, including halogen-substituted arenes. 1,3-Dihalobenzenes undergo the C-H borylation at their 5-positions in a regioselective fashion, affording 3,5-dihaloareneboronic acid derivatives, which serve as useful coupling modules for the convergent dendrimer synthesis. (C) 2008 Elsevier B.V. All rights reserved.
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