Untitled

The electrosorption of 1,2,3‐triazole on gold as studied with surface‐enhanced Raman spectroscopy

“…In synthetic organic chemistry, they are present in numerous compounds. 1,2 More recently, they have also been discussed as components for supramolecular chemistry because of the particularly versatile coordinating properties, 3 both of the triazole alone as well as of the compounds incorporating triazole units. 4 -6 As part of an ongoing effort to synthesize and characterize large molecules as potential candidates for supramolecular compounds based on triazole, we have synthesized and characterized various triazoles 7 as well as molecules incorporating these triazoles as repeat units.…”

Allylic azides: synthesis, reactivity, and the Winstein rearrangement

“…160 Banert accomplished this same transformation using potassium tert-butoxide on a substituted allylic azide, presumably by deprotonation of the acidic α-C─H (Scheme 23b). 161 Subsequent hydrolysis resulted in the corresponding ketone. This azide is symmetric upon rearrangement, so no site selectivity was required.…”

“…The rearrangement of propargyl azides was originally reported by Banert and has since been termed the Banert cascade (Scheme 45a). 4,161,[233][234][235][236][237][238] Much like the Winstein rearrangement, the Banert cascade starts with a [3,3]-sigmatropic rearrangement. This is followed by a 6-π electrocyclization and a nucleophilic trap to generate NH-1,2,3-triazoles.…”

Reactions of Unsaturated Azides; Part 22: The Alkyne Azide Click Chemistry as a Synthetic Tool for the Generation of Cage-Like Triazole Compounds

“…20 Based on the varied applicability of the copper(I) catalysis 21 and the simple preparative handling of the high potential reactions, it should also be possible to combine compounds with more than one functional group to form triazole derivatives including macrocyclic or even macrobicyclic structures. As indicated by the strong interactions between the sp 2 triazole nitrogen atoms and lanthanoid shift reagents, 22 1,2,3-triazoles are suitable complexing agents, and possibly macro(bi)cyclic triazole compounds can be used in supramolecular chemistry (host-guest complexes).…”