Copper(I) catalysed azide-alkyne cycloaddition reactions (CuAAC) occur smoothly in liquid ammonia (LNH(3)) at room temperature to give exclusively 1,4-substituted 1,2,3-triazoles with excellent yields (up to 99%). The CuAAC reactions in liquid ammonia require relatively small amounts of copper(I) catalyst (0.5 mole%) compared with that in conventional solvents. The product can be obtained conve...

An interfacial strain promoted azide-alkyne cycloaddition (I-SPACC) is introduced as a method to prepare robust nanomaterial hybrids. This is demonstrated with a reaction between a novel dibenzocyclooctyne-modified single walled carbon nanotubes (DBCO-SWCNT) and a versatile water-soluble azide modified gold nanoparticle (N3-EG4-AuNP).

Unnatural D-amino acids bearing endocyclic nitrones were developed for live-cell labelling of the bacterial peptidoglycan layer. Metabolic incorporation of D-Lys and D-Ala derivatives bearing different endocyclic nitrones was observed in E. coli, L. innocua, and L. lactis. The incorporated nitrones of these bacteria then rapidly underwent strain-promoted alkyne-nitrone cycloaddition (SPANC) rea...

Silver complexes with 5-(4-(tert-butyl)-1H-imidazol-1-yl)-imidazo[1,5-a]pyridin-3-ylidene ligands were synthesized as metal-imidazole acid-base cooperative catalysts. Single crystal XRD analysis revealed that the silver atom was located in vicinity of imidazole ring and cationic formed dimers through coordination between metal pendant. These served catalysts for cyclization alkyne-tethered carb...

The Rh-catalyzed [2 + 2 2] cycloaddition of diynes and alkynes is a synthetically useful transformation that rapidly constructs complex scaffolds has been used extensively for >70 years. Despite this utility, substrate reactivity issues persist, which are not mechanistically defined. Here, we provide general predictive model turnover reaction. Contrary to the proposed electronic model, predomin...

The mechanism of the aluminum-mediated hydroboration terminal alkynes was investigated using a series novel aluminum amidinate hydride and alkyl complexes bearing symmetric asymmetric ligands. new were fully characterized found to facilitate formation (E)-vinylboronate product, with rates orders reaction linked complex size stability. Kinetic analysis stoichiometric reactions used elucidate mec...