Nemat, Suren and Tiefenbacher, Konrad. (2021) Thioderivatives of Resorcin[4]arene and Pyrogallol[4]arene: Are Thiols Tolerated in the Self-Assembly Process? Organic Letters, 23 (17). pp. 6861-6865.
|
PDF
- Accepted Version
436Kb |
Official URL: https://edoc.unibas.ch/86074/
Downloads: Statistics Overview
Abstract
Three novel thiol bearing resorcin[4]arene and pyrogallol[4]arene derivatives were synthesized. Their properties were studied with regards to self-assembly, disulfide chemistry, and Brønsted acid catalysis. This work demonstrates that (1) one aromatic thiol on the resorcin[4]arene framework is tolerated in the self-assembly process to a hexameric hydrogen bond-based capsule, (2) thio-derivatized resorcin[4]arene analogs can be covalently linked through disulfides, and (3) the increased acidity of aromatic thio-substituent is not sufficient to replace HCl as cocatalyst for capsule catalyzed terpene cyclizations.
Faculties and Departments: | 05 Faculty of Science > Departement Chemie > Chemie > Synthesis of Functional Modules (Tiefenbacher) |
---|---|
UniBasel Contributors: | Nemat, Suren and Tiefenbacher, Konrad |
Item Type: | Article, refereed |
Article Subtype: | Research Article |
Publisher: | American Chemical Society |
ISSN: | 1523-7060 |
e-ISSN: | 1523-7052 |
Note: | Publication type according to Uni Basel Research Database: Journal article |
Language: | English |
Identification Number: |
|
edoc DOI: | |
Last Modified: | 31 May 2023 05:48 |
Deposited On: | 24 Jan 2022 13:34 |
Repository Staff Only: item control page