An endohedrally functionalized self‐assembled Fe4L6cage complex can catalyze oxa‐Pictet—Spengler cyclizations of tryptophols and various aldehyde derivatives, showing strong rate accelerations and size‐selectivity. Selective molecular recognition of substrates controls the reactivity, and the cage is capable of binding and activating multiple different species along the multistep reaction pathway. The combination of a functionalized active site, size‐selective reactivity, and multistep activation, all from a single host molecule, illustrates the biomimetic nature of the catalysis.
Supramolecular Catalysis of the oxa‐Pictet–Spengler Reaction with an Endohedrally Functionalized Self‐Assembled Cage Complex
An endohedrally functionalized self‐assembled Fe4L6cage complex can catalyze oxa‐Pictet—Spengler cyclizations of tryptophols and various aldehyde derivatives, showing strong rate accelerations and size‐selectivity. Selective molecular recognition of substrates controls the reactivity, and the cage is capable of binding and activating multiple different species along the multistep reaction pathway. The combination of a functionalized active site, size‐selective reactivity, and multistep activation, all from a single host molecule, illustrates the biomimetic nature of the catalysis.
more » « less- Award ID(s):
- 1708019
- NSF-PAR ID:
- 10236006
- Publisher / Repository:
- Wiley Blackwell (John Wiley & Sons)
- Date Published:
- Journal Name:
- Angewandte Chemie International Edition
- Volume:
- 59
- Issue:
- 52
- ISSN:
- 1433-7851
- Page Range / eLocation ID:
- p. 23505-23509
- Format(s):
- Medium: X
- Sponsoring Org:
- National Science Foundation
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