Friday, July 6, 2012

Stability & reactivity, copper-free click chemistry

JACS 2012, Angew. Chem. Int. Ed. 2012, 51, 2443

A contribution from Bertozzi group, on the stability and reactivity of cycloalkynes 

Bioorthogaonal chemistry: stable while fast reacting in highly functionalized environment
Rapid reaction kinetics, high specificity, good stability, low side-reactivity
activating vs deactivatiing modifications: ring size (relaxing or strain), electronic factors 
(electron with-drawing, hybridization patterns), stabilizing large atoms as sulfur / Silicon etc.
Cu-free click chemistry, cycloaddition between azides and cyclooctynes
Stability and reactivity can be fine-tuned 

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