George & Josephine Butler Polymer Research Laboratory, Center for Macromolecular Science & Engineering, Department of Chemistry, University of Florida, Gainesville, FL 32611, USA.
Department of Chemistry and Frontier Research Center on Fundamental and Applied Sciences of Matters, National Tsing Hua University, 101, Sec 2, Kuang-Fu Rd., Hsinchu 30013, Taiwan.
Org Biomol Chem. 2020 Aug 26;18(33):6509-6513. doi: 10.1039/d0ob01577f.
We report the one-step synthesis of diversely substituted functional 1,2-dithiolanes by reacting readily accessible 1,3-bis-tert-butyl thioethers with bromine. The reaction proceeds to completion within minutes under mild conditions, presumably via a sulfonium-mediated ring closure. Using X-ray crystallography and UV-vis spectroscopy, we demonstrate how substituent size and ring substitution pattern can affect the geometry and photophysical properties of 1,2-dithiolanes.
我们报告了一种通过将易于获得的 1,3-二叔丁基硫醚与溴反应一步合成各种取代的功能化 1,2-二硫杂环戊烷的方法。该反应在温和条件下几分钟内即可完全进行，推测是通过锍介导的环闭合进行的。我们使用 X 射线晶体学和紫外可见光谱法证明了取代基大小和环取代模式如何影响 1,2-二硫杂环戊烷的几何形状和光物理性质。
