Synthesis of functional 1, 2-dithiolanes from 1, 3-bis-tert-butyl thioethers. Issue 33 (14th August 2020)

• Record Type: Journal Article
• Authors: Scheutz, Georg M.; Rowell, Jonathan L.; Wang, Fu-Sheng; Abboud, Khalil A.; Peng, Chi-How; Sumerlin, Brent S.
• Is Part Of: Organic & biomolecular chemistry. Volume 18:Issue 33(2020)
• Page Start: 6509
• Page End: 6513
• Publication Date: 2020-08-14
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d0ob01577f
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : 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. Abstract : 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.