Journal
SCIENCE
Volume 312, Issue 5782, Pages 1941-1943Publisher
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.1127899
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Funding
- NIGMS NIH HHS [GM32715] Funding Source: Medline
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Although enzymes often incorporate molecular recognition elements to orient substrates selectively, such strategies are rarely achieved by synthetic catalysts. We combined molecular recognition through hydrogen bonding with C-H activation to obtain high-turnover catalytic regioselective functionalization of sp(3) C-H bonds remote from the -CCOH recognition group. The catalyst contains a Mn(mu-O)(2)Mn reactive center and a ligand based on Kemp's triacid that directs a -COOH group to anchor the carboxylic acid group of the substrate and thus modify the usual selectivity for oxidation. Control experiments supported the rote of hydrogen bonding in orienting the substrate to achieve high selectivity.
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