Nucleophilic substitution of pertosylated pillar[5]arene (P-OTs) with commercially available sulfur containing nucleophiles (KSCN, KSAc, and thiophenol), yields a series of sulfur-functionalised pillar[5]arenes. DLS results and SEM images imply that these pillararene macrocycles self-assemble in acetonitrile solution, while X-ray crystallographic evidence suggests solvent-dependent assembly in the solid state. The nature of the sulfur substituents decorating the rim of the pillararene controls binding affinities towards organic guest encapsulations within the cavity and dictates metal-ion binding properties through the formation of favorable S-M coordination bonds outside the cavity, as determined by H NMR and fluorescence spectroscopic experiments.
View Article and Find Full Text PDFThe structures of potent cytotoxic cycloheptapeptides, mallotumides A-C (-, respectively) isolated from the roots of Airy Shaw, were elucidated by extensive spectroscopic analysis. The absolute configuration of was determined by single-crystal X-ray crystallographic data. All three cycloheptapeptides exhibited potent cytotoxicity against various cancer cell lines with IC values ranging from 0.
View Article and Find Full Text PDFPersulfate-promoted radical cascade trifluoromethylthiolation and cyclization of 3-alkyl-1-(2-(alkynyl)phenyl)indoles with AgSCF were investigated. This protocol provides a novel route to CFS-substituted indolo[1,2-]quinoline-7-carbaldehydes and CFS-substituted indolo[1,2-]quinoline-7-methanone derivatives via the formation of the C-SCF bond and C-C bond and benzylic carbon oxidation in a single step. This reaction can accommodate a broad range of functional groups.
View Article and Find Full Text PDF