Cycloauration of pyridyl sulphonamides
Kilpin, K. J., Henderson, W. & Nicholson, B. K. (2008). Cycloauration of pyridyl sulphonamides. Dalton Transactions, 29, 3899- 3906.
Permanent Research Commons link: https://hdl.handle.net/10289/2822
The pyridyl-2-alkylsulfonamides C₅H₄N(CH₂)nNHSO₂R (n = 1,2; R = Me, Ph or p-C₆H₄Me) and 8-(p-tosylamino)quinoline undergo facile cycloauration reactions with H[AuCl₄] in water, giving metallacyclic complexes coordinated through the pyridyl (or quinolyl) nitrogen atom and the deprotonated nitrogen of the sulfonamide group. The complexes have been fully characterised by NMR spectroscopy, ESI mass spectrometry and elemental analysis. The X-ray crystal structures of two derivatives reveal the presence of non-planar sulfonamide nitrogen atoms. The complexes show low activity against P388 murine leukaemia cells, possibly as a result of their ease of reduction with mild reducing agents.
The Royal Society of Chemistry
This is an author’s accepted version of an article published in the journal: Dalton Transactions.