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New latent metathesis catalysts equipped with exchangeable boronic ester groups on the NHC
Authors:Revannath Sutar  Danielle Butilkov  N Gabriel Lemcoff
Institution:1. Department of Natural Sciences, The Open University of Israel, Ra’anana, Israel;2. Faculty of Natural Sciences, Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva, Israel;3. Faculty of Natural Sciences, Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva, Israel;4. Ilse Katz Institute for Nanoscale Science and Technology, Ben-Gurion University of the Negev, Beer-Sheva, Israel
Abstract:Abstract

Latent metathesis catalysts equipped with boronate esters of diols as exchangeable end-groups on their NHC ligands and an S-chelated ruthenium-benzylidene core were synthesized. The stable S-chelated ruthenium complexes underwent hydrolysis under mild acidic conditions, allowing easy exchange of terminal units by several 1,2- and 1,3-diols, without degrading the central ruthenium benzylidene. Using this strategy, we also prepared metathesis catalysts equipped with diallyl substrates at the termini that showed concentration dependency on RCM reactions. Notably, the larger dendritic catalysts were more efficient at the more dilute condition.
Keywords:Olefin metathesis  latent catalysts  carbenes  dynamic covalent reactions  boronic esters
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