Beilstein Arch. 2023, 202340. https://doi.org/10.3762/bxiv.2023.40.v1
Published 29 Sep 2023
Calixarenes are important scaffolds in the field of nanosciences, from sensing to therapeutics. Its synthesis and functionalization are still a challenging task, and new synthetic protocols are highly desirable. The selective functionalization of the lower rim of calixarenes has been successfully achieved using a mechanochemical strategy, enabling a more sustainable and time-saving route, an easier synthesis and precluding the use of organic solvents. For comparison, the reactions were performed in a stainless-steel vibratory mill and in a planetary ball mill employing both stainless steel and zirconium oxide reactors. Using 25,26,27-tri-O-propyl-28-hydroxy-p-tert-butylcalixarene 6 as the precursor, four advanced functional calixarenes were prepared, and the yields and experimental conditions compared with the conventional synthesis. For planetary-assisted grinding, the best results were obtained when the zirconium oxide reactor was used. In some cases, the vibratory-assisted grinding gave higher yields, thus showing the importance of the milling machine in the synthesis of this macromolecules. The effect of the balls number and size on the reactions yield was also explored.
Keywords: mechanosynthesis; green chemistry; calixarenes; Sonogashira–Hagihara cross-coupling
|Format: DOCX||Size: 3.9 MB||Download|
When a peer-reviewed version of this preprint is available, this information will be updated in the information box above. If no peer-reviewed version is available, please cite this preprint using the following information:
Silveiro, C.; Bonifácio, V. D. B.; Prata, J. V.; Costa, A. I.; Barata, P. D. Beilstein Arch. 2023, 202340. doi:10.3762/bxiv.2023.40.v1
Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.
© 2023 Silveiro et al.; licensee Beilstein-Institut.
This is an open access work licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-archives.org/xiv/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this work could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.