New latent metathesis catalysts equipped with exchangeable boronic ester groups on the NHC

Revannath Sutar, Danielle Butilkov, N. Gabriel Lemcoff, Ofer Reany

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)1715-1727
Number of pages13
JournalJournal of Coordination Chemistry
Volume71
Issue number11-13
DOIs
StatePublished - 3 Jul 2018

Bibliographical note

Funding Information:
The Israel Science Foundation is gratefully acknowledged for a F.I.R.S.T. grant 1067/15 (OR and NGL) and an individual ISF grant 537/14 (NGL) that funded this research. The Open University is acknowledged for partial financial support.

Keywords

  • Olefin metathesis
  • boronic esters
  • carbenes
  • dynamic covalent reactions
  • latent catalysts

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