Nanoconfinement in a Supramolecular Capsule Promotes the Formation of 5- to 8-Membered Rings in Cycloalkane-[b]-indoles
Challenging cyclization of common- to medium-sized rings is promoted by nanoconfinement inside the cavity of a self-assembled hexameric resorcinarene capsule. While no cyclization occurs outside the capsule, high to excellent yields of cycloalkane-[b]-indoles are obtained inside the capsule irrespective of ring size (5-8 members). Kinetic analysis coupled to NMR investigation of substrate binding shows that the cyclization step under nanoconfinement is not rate-determining, not even for the formation of an 8-membered ring.
Authors
- Martina De Angelis (ORCID: https://orcid.org/0000-0001-5385-6062)
- Giorgio Olivo (ORCID: https://orcid.org/0000-0003-4053-7673)
- Fabio Giannetti (ORCID: https://orcid.org/0000-0003-1005-7492)
- Roberta Cacciapaglia (ORCID: https://orcid.org/0000-0002-3119-4851)
- Antonio Procopio (ORCID: https://orcid.org/0000-0003-0225-033X)
- Lorenzo De Napoli
- Federico Frateloreto (ORCID: https://orcid.org/0000-0001-8331-1477)
- Stefano Di Stefano (ORCID: https://orcid.org/0000-0002-6742-0988)
- Emanuele Spatola (ORCID: https://orcid.org/0000-0003-1312-9199)
Institutions
- Sapienza University of Rome (IT)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-06-17
- DOI
- https://doi.org/10.1021/acs.orglett.5c01519
- Primary Topic
- Supramolecular Chemistry and Complexes
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Ministero dell’Istruzione, dell’Università e della Ricerca
- Sapienza Università di Roma