Abstract
A straightforward synthesis utilizing the ring-opening metathesis polymerization (ROMP) reaction is described for acid-triggered N,O-chelating ruthenium-based pre-catalysts bearing one or two 8-quinolinolate ligands. The innovative pre-catalysts were tested regarding their behavior in ROMP and especially for their use in the synthesis of poly(dicyclopentadiene) (pDCPD). Bearing either the common phosphine leaving ligand in the first and second Grubbs olefin metathesis catalysts, or the Ru–O bond cleavage for the next Hoveyda-type catalysts, this work is a step forward towards the control of polymer functionalization and living or switchable polymerizations.
Highlights
The modulation of the activity of enzymes by chemical triggers, e.g., by allosteric binding is ubiquitous in nature [1,2], but exploiting similar strategies for synthetic catalysts is still in its infancy [3,4,5]
A straightforward synthesis utilizing the ring-opening metathesis polymerization (ROMP) reaction is described for acid-triggered N,O-chelating ruthenium-based pre-catalysts bearing one or two 8-quinolinolate ligands
In conclusion we were able to synthesize a new family of N,Ochelating initiators bearing 5,7-dihalide-hydroxyquinoline co-ligands
Summary
The modulation of the activity of enzymes by chemical triggers, e.g., by allosteric binding is ubiquitous in nature [1,2], but exploiting similar strategies for synthetic catalysts is still in its infancy [3,4,5]. A straightforward synthesis utilizing the ring-opening metathesis polymerization (ROMP) reaction is described for acid-triggered N,O-chelating ruthenium-based pre-catalysts bearing one or two 8-quinolinolate ligands. Once described the latter successful practical application of the acid triggered activation of an enzyme, here, at a chemical molecular level, we unravel the performance of the acid triggered N,Ochelating ruthenium based pre-catalysts [36] bearing one or two 8-quinolinolate ligands.
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