S-tert-Butyl m-terphenyl thioethers have been efficiently synthesized by Suzuki-Miyaura coupling reactions with 2,6-dibromo-S-tert-butylthio benzene. Selective monocoupling could be achieved with o-substituted boronic acids. This facilitated the synthesis of unsymmetrical S-tert-butyl m-terphenyl thioethers and bis(S-tert-butyl m-terphenyl thioether)s. The study of their electrochemistry showed facilitated oxidations resulting from through-space π···S···π interactions.
- Unsymmetrical substitution
ASJC Scopus subject areas
- Drug Discovery
- Organic Chemistry
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Yamamoto, T. (Creator), Ammam, M. (Creator), Roberts, S. A. (Creator), Wilson, G. S. (Creator) & Glass, R. S. (Creator), Cambridge Crystallographic Data Centre, 2016