Browsing Bergen Open Research Archive by Author "Occhipinti, Giovanni"
Now showing items 1-10 of 10
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Bimolecular Coupling in Olefin Metathesis: Correlating Structure and Decomposition for Leading and Emerging Ruthenium−Carbene Catalysts
Nascimento, Daniel L.; Foscato, Marco; Occhipinti, Giovanni; Jensen, Vidar Remi; Fogg, Deryn Elizabeth (Journal article; Peer reviewed, 2021)Bimolecular catalyst decomposition is a fundamental, long-standing challenge in olefin metathesis. Emerging ruthenium–cyclic(alkyl)(amino)carbene (CAAC) catalysts, which enable breakthrough advances in productivity and ... -
Ethylene-Triggered Formation of Ruthenium Alkylidene from Decomposed Catalyst
Smit, Wietse; Foscato, Marco; Occhipinti, Giovanni; Jensen, Vidar Remi (Journal article; Peer reviewed, 2020)Ethylene is known to readily decompose ruthenium-based olefin metathesis catalysts, such as Grubbs second-generation catalyst (GII), by forming the unsubstituted ruthenacyclobutane (Ru-2) that may undergo a 1,2-H shift and ... -
The Janus face of high trans-effect carbenes in olefin metathesis: gateway to both productivity and decomposition
Occhipinti, Giovanni; Nascimento, Daniel L.; Foscato, Marco; Fogg, Deryn Elizabeth; Jensen, Vidar Remi (Journal article; Peer reviewed, 2022)Ruthenium–cyclic(alkyl)(amino)carbene (CAAC) catalysts, used at ppm levels, can enable dramatically higher productivities in olefin metathesis than their N-heterocyclic carbene (NHC) predecessors. A key reason is the reduced ... -
Loss and Reformation of Ruthenium Alkylidene: Connecting Olefin Metathesis, Catalyst Deactivation, Regeneration, and Isomerization
Engel, Julien; Smit, Wietse; Foscato, Marco; Occhipinti, Giovanni; Törnroos, Karl Wilhelm; Jensen, Vidar Remi (Peer reviewed; Journal article, 2017)Ruthenium-based olefin metathesis catalysts are used in laboratory-scale organic synthesis across chemistry, largely thanks to their ease of handling and functional group tolerance. In spite of this robustness, these ... -
Mesomeric Acceleration Counters Slow Initiation of Ruthenium-CAAC Catalysts for Olefin Metathesis (CAAC = Cyclic (Alkyl)(Amino) Carbene)
Ou, Xinrui; Occhipinti, Giovanni; Boisvert, Eliza-Jayne Y.; Jensen, Vidar Remi; Fogg, Deryn Elizabeth (Journal article; Peer reviewed, 2023)Ruthenium catalysts bearing cyclic (alkyl)(amino)carbene (CAAC) ligands can attain very high productivities in olefin metathesis, owing to their resistance to unimolecular decomposition. Because the propagating methylidene ... -
Phosphine-Based Z‑Selective Ruthenium Olefin Metathesis Catalysts
Smit, Wietse; Koudriavtsev, Vitali; Occhipinti, Giovanni; Törnroos, Karl Wilhelm; Jensen, Vidar Remi (Peer reviewed; Journal article, 2016-05-18)Whereas a number of highly Z-selective ruthenium-based olefin metathesis catalysts bearing N-heterocyclic carbene ligands have been reported in recent years, Zselectivity has so far been difficult to achieve for phosphinebased ... -
Pyridine-Stabilized Fast-Initiating Ruthenium Monothiolate Catalysts for Z-Selective Olefin Metathesis
Occhipinti, Giovanni; Törnroos, Karl Wilhelm; Jensen, Vidar Remi (Peer reviewed; Journal article, 2017)Pyridine as a stabilizing donor ligand drastically improves the performance of ruthenium monothiolate catalysts for olefin metathesis in comparison with previous versions based on a stabilizing benzylidene ether ligand. ... -
Silica-supported Z-selective Ru olefin metathesis catalysts
Renom-Carrasco, Marc; Mania, Philipp; Sayah, Reine; Veyre, Laurent; Occhipinti, Giovanni; Jensen, Vidar Remi; Thieuleux, Chloé (Peer reviewed; Journal article, 2020)Recently reported thiolate-coordinated ruthenium alkylidene complexes show promise in Z-selective and stereoretentive olefin metathesis reactions. Herein we describe the immobilization of three Ru complexes containing a ... -
Toward E-selective Olefin Metathesis: Computational Design and Experimental Realization of Ruthenium Thio-Indolate Catalysts
Reim, Immanuel; Occhipinti, Giovanni; Törnroos, Karl Wilhelm; Fogg, Deryn E.; Jensen, Vidar Remi (Journal article; Peer reviewed, 2021)The selective transformation of 1-alkenes into E-olefins is a long-standing challenge in olefin metathesis. Density functional theory (DFT) calculations predict high E-selectivity for catalysts incorporating a bidentate, ... -
Z-Selective Monothiolate Ruthenium Indenylidene Olefin Metathesis Catalysts
Smit, Wietse; Ekeli, Jonas Brattebø; Occhipinti, Giovanni; Wozniak, Bartosz; Törnroos, Karl Wilhelm; Jensen, Vidar Remi (Journal article; Peer reviewed, 2020)Ru-alkylidenes bearing sterically demanding arylthiolate ligands (SAr) constitute one of only two classes of catalyst that are Z-selective in metathesis of 1-alkenes. Of particular interest are complexes bearing pyridine ...