444325-38-6Relevant articles and documents
A Cyclic Ruthenium Benzylidene Initiator Platform Enhances Reactivity for Ring-Expansion Metathesis Polymerization
Wang, Teng-Wei,Huang, Pin-Ruei,Chow, Jayme L.,Kaminsky, Werner,Golder, Matthew R.
supporting information, p. 7314 - 7319 (2021/05/26)
Ring-expansion metathesis polymerization (REMP) has shown potential as an efficient strategy to access cyclic macromolecules. Current approaches that utilize cyclic olefin feedstocks suffer from poor functional group tolerance, low initiator stability, and slow reaction kinetics. Improvements to current initiators will address these issues in order to develop more versatile and user-friendly technologies. Herein, we report a reinvigorated tethered ruthenium-benzylidene initiator, CB6, that utilizes design features from ubiquitous Grubbs-type initiators that are regularly applied in linear polymerizations. We report the controlled synthesis of functionalized cyclic poly(norbornene)s and demonstrate that judicious ligand modifications not only greatly improve kinetics but also lead to enhanced initiator stability. Overall, CB6 is an adaptable platform for the study and application of cyclic macromolecules via REMP.
Non covalent immobilization of pyrene-tagged ruthenium complexes onto graphene surfaces for recycling in olefin metathesis reactions
Nasrallah, Houssein,Germain, Stéphane,Queval, Pierre,Bouvier, Caroline,Mauduit, Marc,Crévisy, Christophe,Schulz, Emmanuelle
, p. 136 - 146 (2016/10/14)
Synthesis of Hoveyda-type ruthenium complexes, modified by pyrene tags on the NHC ligand and/or the benzylidene moiety, is described. Thanks to non-covalent π-π interactions these new complexes were immobilized on carbon supports [reduced graphene oxide (rGO) or graphene] and their activity and recoverability for metatheses reactions have been studied. A SIPr-based complex possessing the pyrene function on the benzylidene ligand (C2) delivered the best results for the ring closing metathesis of diethyldiallyl malonate as benchmark reaction. The presence of additional pyrene-functionalized styrenyl-ether as ligand to the rGO-supported catalyst (C2/L@rGO) noticeably improved the recycling procedure allowing supplementary efficient catalytic runs. This may be due either to a facilitated boomerang effect or to a gradual release of the active species in solution. Finally, catalyst C2/L@rGO was proven to be successfully used to promote metathesis reactions in a multisubstrate procedure, the same supported-catalyst batch being successively engaged to transform three different substrates, in diene and ene-yne RCM reactions.
Modular trimethylene-linked bisimidazol(in)ium salts
Bessel, Michael,Rominger, Frank,Straub, Bernd F.
experimental part, p. 1459 - 1466 (2010/10/20)
A short and modular synthesis of symmetrically and non-symmetrically substituted bisimidazolinylene N-heterocyclic carbene precursors is described. Two methods to establish dicopper(I) complexes of these compounds depending on the steric shielding of the