The browser you are using is not supported by this website. All versions of Internet Explorer are no longer supported, either by us or Microsoft (read more here: https://www.microsoft.com/en-us/microsoft-365/windows/end-of-ie-support).

Please use a modern browser to fully experience our website, such as the newest versions of Edge, Chrome, Firefox or Safari etc.

Ivan Scheblykin. Portrait.

Ivan Scheblykin

Professor

Ivan Scheblykin. Portrait.

Electronically Divergent Triscyclometalated Iridium(III) 2-(1-naphthyl)pyridine Complexes and Their Application in Three-Component Methoxytrifluoromethylation of Styrene

Author

  • Rachael E.N. Njogu
  • Peter Fodran
  • Yuxi Tian
  • Lydia W. Njenga
  • David K. Kariuki
  • Amir O. Yusuf
  • Ivan Scheblykin
  • Ola F. Wendt
  • Carl Johan Wallentin

Summary, in English


A systematic study of the photophysical and electrochemical properties of triscyclometalated homoleptic iridium(III) complexes based on 2-(1-naphthyl)pyridine (npy) ligands is presented. A systematic investigation of ligand substitution patterns showed an influence on the lifetime of the excited state, with slight changes in the absorption and emission spectral features. Specifically, the emission lifetime of a complex of an npy ligand substituted with a strongly electron-withdrawing trifluoromethyl group was longer than that of the corresponding complex with the electronically nonperturbed ligand (3.7 μs versus 1.5 μ s). Electronically complementary ligands and complexes with orthogonal configurations showed slightly shorter excited state lifetimes compared with unsubstituted npy (1.4-3.0 μs). All complexes displayed reversible or quasireversible redox-couple processes, with the complex of the trifluoromethylated ligand showing the highest ground-state oxidation potential E
1/2

ox
[Ir(III)/Ir(IV) = 0.95 V vs. SCE in CH
2
Cl
2
]. This study showed that these complexes can be used as efficient photoredox catalysts, as demonstrated by their application in a regioselective methoxytrifluoromethylation in which the npy complexes showed equal or better performance compared with the archetypical photo redox catalyst tris[2-phenylpyridinato]iridium(III).

Department/s

  • Chemical Physics
  • Centre for Analysis and Synthesis

Publishing year

2019-01-01

Language

English

Pages

792-798

Publication/Series

Synlett

Volume

30

Issue

7

Document type

Journal article

Publisher

Georg Thieme Verlag

Topic

  • Analytical Chemistry
  • Biocatalysis and Enzyme Technology

Keywords

  • iridium catalysis
  • ligands
  • naphthylpyridines
  • oxytrifluoromethylation
  • photoredox catalysis
  • styrene

Status

Published

ISBN/ISSN/Other

  • ISSN: 0936-5214