Literature DB >> 31396008

Solubility of Iridium and Ruthenium Organometallic Photoredox Catalysts.

Daniel Jespersen1, Brockton Keen1, Jon I Day1, Anuradha Singh2, Justin Briles1, Duncan Mullins1, Jimmie D Weaver1,2.   

Abstract

Despite the exponential growth of the field of photocatalysis, for reasons that are not entirely clear, these precious photocatalysts are often used in the literature at loadings that exceed their maximum solubility. On an industrial scale, the quantity of any precious metal catalyst can be a substantial financial burden or a sourcing issue, not to mention concerns as to the ecological and earth abundance of these catalysts. We believe that inattention to solubility has made these reactions appear less efficient than they actually are, because much of the photocatalyst remains undissolved. Therefore, the maximum solubilities of iridium and ruthenium centered photocatalysts have been systematically identified in industrially relevant solvents. Further, a literature photocatalytic reaction which our results suggested was beyond the maximum solubility has been revisited, with interesting results.

Entities:  

Keywords:  Photocatalysis; heteroleptic; homoleptic; iridium; photocatalyst; photoredox; ruthenium; saturation; solubility; solvent

Year:  2019        PMID: 31396008      PMCID: PMC6687329          DOI: 10.1021/acs.oprd.9b00041

Source DB:  PubMed          Journal:  Org Process Res Dev        ISSN: 1083-6160            Impact factor:   3.317


  8 in total

Review 1.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

Review 2.  Visible-Light Photocatalysis: Does It Make a Difference in Organic Synthesis?

Authors:  Leyre Marzo; Santosh K Pagire; Oliver Reiser; Burkhard König
Journal:  Angew Chem Int Ed Engl       Date:  2018-06-29       Impact factor: 15.336

3.  Photochemical Perfluoroalkylation with Pyridine N-Oxides: Mechanistic Insights and Performance on a Kilogram Scale.

Authors:  Joel W Beatty; James J Douglas; Richard Miller; Rory C McAtee; Kevin P Cole; Corey R J Stephenson
Journal:  Chem       Date:  2016-09-08       Impact factor: 22.804

Review 4.  Solar synthesis: prospects in visible light photocatalysis.

Authors:  Danielle M Schultz; Tehshik P Yoon
Journal:  Science       Date:  2014-02-28       Impact factor: 47.728

5.  Advances in Photocatalysis: A Microreview of Visible Light Mediated Ruthenium and Iridium Catalyzed Organic Transformations.

Authors:  Jon I Day; Kip Teegardin; Jimmie Weaver; John Chan
Journal:  Org Process Res Dev       Date:  2016-06-28       Impact factor: 3.317

6.  Engaging unactivated alkyl, alkenyl and aryl iodides in visible-light-mediated free radical reactions.

Authors:  John D Nguyen; Erica M D'Amato; Jagan M R Narayanam; Corey R J Stephenson
Journal:  Nat Chem       Date:  2012-10       Impact factor: 24.427

7.  Ligand functionalization as a deactivation pathway in a fac-Ir(ppy)3-mediated radical addition.

Authors:  James J Devery Iii; James J Douglas; John D Nguyen; Kevin P Cole; Robert A Flowers Ii; Corey R J Stephenson
Journal:  Chem Sci       Date:  2014-10-20       Impact factor: 9.825

8.  Discovery and mechanistic study of a photocatalytic indoline dehydrogenation for the synthesis of elbasvir.

Authors:  Hatice G Yayla; Feng Peng; Ian K Mangion; Mark McLaughlin; Louis-Charles Campeau; Ian W Davies; Daniel A DiRocco; Robert R Knowles
Journal:  Chem Sci       Date:  2015-12-07       Impact factor: 9.825

  8 in total
  3 in total

1.  Flavin Metallaphotoredox Catalysis: Synergistic Synthesis in Water.

Authors:  Maheshwerreddy Chilamari; Jacob R Immel; Pei-Hsuan Chen; Bayan M Alghafli; Steven Bloom
Journal:  ACS Catal       Date:  2022-03-22       Impact factor: 13.700

Review 2.  Water-Soluble Tris(cyclometalated) Iridium(III) Complexes for Aqueous Electron and Energy Transfer Photochemistry.

Authors:  Mirjam R Schreier; Xingwei Guo; Björn Pfund; Yasunori Okamoto; Thomas R Ward; Christoph Kerzig; Oliver S Wenger
Journal:  Acc Chem Res       Date:  2022-04-12       Impact factor: 24.466

3.  Energy transfer (EnT) photocatalysis enabled by gold-N-heterocyclic carbene (NHC) complexes.

Authors:  Ekaterina A Martynova; Vladislav A Voloshkin; Sébastien G Guillet; Francis Bru; Marek Beliš; Kristof Van Hecke; Catherine S J Cazin; Steven P Nolan
Journal:  Chem Sci       Date:  2022-05-18       Impact factor: 9.969

  3 in total

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