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- Title
[9, 9]-Sigmatropic shifts in acid-catalyzed benzidine-type rearrangements.
- Authors
Park, Hee Jung; Jung, Dong Hun; Park, Koon Ha
- Abstract
Each of the three new hydrazobenzenes consisting of a hydrazobenzene conjugated with a 5-membered heterocyclic ring (furan or thiophene) at its two para positions, prepared from corresponding azo precursors, was used in the acid-catalyzed benzidine rearrangements. Both rearrangement and disproportionation occurred and product structures were characterized by spectroscopic data such as NMR, MS, and with CHN analysis. We confirm the largest [9, 9]-sigmatropic benzidine-type rearrangement in each case as a prominent pathway accompanied by disproportionation.
- Subjects
ACID catalysts; BENZIDINE; REARRANGEMENTS (Chemistry); HETEROCYCLIC chemistry; NUCLEAR magnetic resonance spectroscopy; DISPROPORTIONATION (Chemistry)
- Publication
Research on Chemical Intermediates, 2018, Vol 44, Issue 12, p7657
- ISSN
0922-6168
- Publication type
Article
- DOI
10.1007/s11164-018-3579-6