Unlocking New Potential in the Functionalization of Chlorinated Silsesquioxanes: A Rapid and Chemoselective Thiolation Method
A highly efficient method was successfully applied for the first time to the functionalization of well-defined chlorinated silsesquioxanes with a range of thiols. Thiolation was rapid (2 to 4 h), quantitative, with complete conversion of the reactants and full chemoselectivity, and proceeded under mild conditions (room temperature). This "click chemistry" approach facilitated the preparation of nine novel compounds, with good to excellent isolated yields (64-92%). The structures and purities of these compounds were comprehensively confirmed using multiple analytical techniques, including <sup>1</sup>H, <sup>13</sup>C, and <sup>29</sup>Si NMR spectroscopy, elemental analysis, and mass spectrometry. Thermogravimetric analysis (TGA) further demonstrated that the synthesized compounds exhibited excellent thermal stability. These characteristics suggest their potential for applications in various domains of science, technology, and medicine.
Authors
- Nobuhiro Takeda (ORCID: https://orcid.org/0000-0001-5732-758X)
- Masafumi Unno (ORCID: https://orcid.org/0000-0003-2158-1644)
- Armelle Ouali (ORCID: https://orcid.org/0000-0001-7436-776X)
- Yujia Liu (ORCID: https://orcid.org/0000-0002-3610-6355)
- Nodoka Adachi
- Niyaz Z. Yagafarov
Institutions
- École Nationale Supérieure de Chimie de Montpellier (FR)
- Centre National de la Recherche Scientifique (FR)
- Gunma University (JP)
- Université de Montpellier (FR)
- Kiryu University (JP)
- Institut Charles Gerhardt Montpellier (FR)
Publication Details
- Journal
- Molecules
- Published
- 2025-09-02
- DOI
- https://doi.org/10.3390/molecules30173583
- Primary Topic
- Silicone and Siloxane Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00