Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 27, Pages 7808-7812Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201702997
Keywords
aldehydes; C-H activation; deuteration; DFT; iridium
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Funding
- Carnegie Trust
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We report the first direct catalytic method for formyl-selective deuterium labeling of aromatic aldehydes under mild conditions, using an iridium-based catalyst designed to favor formyl over aromatic C-H activation. A good range of aromatic aldehydes is selectively labeled, and a one-pot labeling/olefination method is also described. Computational studies support kinetic product control over competing aromatic labeling and decarbonylation pathways.
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