期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 30, 页码 12387-12391出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202004242
关键词
catalysis; C-H oxidation; molecular recognition; regioselectivity; supramolecular chemistry
资金
- Swiss National Science Foundation as part of the NCCR Molecular Systems Engineering program
The site-selective C-H oxidation of unactivated positions in aliphatic ammonium chains poses a tremendous synthetic challenge, for which a solution has not yet been found. Here, we report the preferential oxidation of the strongly deactivated C3/C4 positions of aliphatic ammonium substrates by employing a novel supramolecular catalyst. This chimeric catalyst was synthesized by linking the well-explored catalytic moiety Fe(pdp) to an alkyl ammonium binding molecular tweezer. The results highlight the vast potential of overriding the intrinsic reactivity in chemical reactions by guiding catalysis using supramolecular host structures that enable a precise orientation of the substrates.
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