Abstract
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.
Original language | English (US) |
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Pages (from-to) | 2527-2534 |
Number of pages | 8 |
Journal | Tetrahedron |
Volume | 72 |
Issue number | 20 |
DOIs | |
State | Published - May 19 2016 |
Keywords
- Electrochemistry
- Regioselectivity
- Unsymmetrical substitution
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry