Next Article in Journal
Syntheses and Characterization of Two Dicyanamide Compounds Containing Monovalent Cations: Hg2[N(CN)2]2 and Tl[N(CN)2]
Next Article in Special Issue
Synthesis and Reactivity of Mn–CF3 Complexes
Previous Article in Journal
Zinc(II) as a Versatile Template for Efficient Dipolar and Octupolar Second-Order Nonlinear Optical Molecular Materials §
Previous Article in Special Issue
Room Temperature Ni(II) Catalyzed Hydrophosphination and Cyclotrimerization of Alkynes
Article

Imidazo-Phenanthroline Ligands as a Convenient Modular Platform for the Preparation of Heteroleptic Cu(I) Photosensitizers

1
Institute of Inorganic Chemistry I, Ulm University, Albert-Einstein-Allee 11, 89081 Ulm, Germany
2
Institute of Organic Chemistry, University of Stuttgart, Pfaffenwaldring 55, 70569 Stuttgart, Germany
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Inorganics 2018, 6(4), 134; https://doi.org/10.3390/inorganics6040134
Received: 20 November 2018 / Revised: 5 December 2018 / Accepted: 10 December 2018 / Published: 12 December 2018
(This article belongs to the Special Issue First-Row Transition Metal Complexes)
The capture and storage of solar energy is a promising option to overcome current energy issues. To put such systems into practice, molecular photosensitizers should be based on abundant metals and possess a strong absorption capability for visible light. Therefore, a systematic series of four novel heteroleptic Cu(I) complexes of the type [(P^P)Cu(N^N)]+ (with P^P = xantphos and N^N = different diimine ligands) has been prepared. As an essential feature, these copper photosensitizers contain an imidazole moiety at the backbone of the diimine ligand, which increases the aromatic π-system compared to phenanthroline type ligands. Moreover, 2-(4-bromophenyl)-1-phenyl-1H-imidazo-[4,5-f][1,10]phenanthroline was used as a starting point and modular platform for gradually extended diimine ligands. Suzuki cross-coupling was applied to introduce different kind of substituents in the back of this ligand. Afterwards, a combination of NMR spectroscopy, mass spectrometry, X-ray analysis, cyclic voltammetry, UV/vis and emission spectroscopy was used to investigate the structural, electrochemical and photophysical properties of these compounds. As a result, a reversible reduction, strongly increased extinction coefficients and significantly redshifted absorption maxima (>20 nm) were found compared to traditional Cu(I) photosensitizers without an imidazo moiety. Moreover, these compounds show a bright emission in the solid state. View Full-Text
Keywords: copper photosensitizers; imidazo-phenanthroline ligands; Suzuki coupling; X-ray analysis; photophysics; structure-property relationships copper photosensitizers; imidazo-phenanthroline ligands; Suzuki coupling; X-ray analysis; photophysics; structure-property relationships
Show Figures

Graphical abstract

MDPI and ACS Style

Schmid, M.-A.; Rentschler, M.; Frey, W.; Tschierlei, S.; Karnahl, M. Imidazo-Phenanthroline Ligands as a Convenient Modular Platform for the Preparation of Heteroleptic Cu(I) Photosensitizers. Inorganics 2018, 6, 134. https://doi.org/10.3390/inorganics6040134

AMA Style

Schmid M-A, Rentschler M, Frey W, Tschierlei S, Karnahl M. Imidazo-Phenanthroline Ligands as a Convenient Modular Platform for the Preparation of Heteroleptic Cu(I) Photosensitizers. Inorganics. 2018; 6(4):134. https://doi.org/10.3390/inorganics6040134

Chicago/Turabian Style

Schmid, Marie-Ann, Martin Rentschler, Wolfgang Frey, Stefanie Tschierlei, and Michael Karnahl. 2018. "Imidazo-Phenanthroline Ligands as a Convenient Modular Platform for the Preparation of Heteroleptic Cu(I) Photosensitizers" Inorganics 6, no. 4: 134. https://doi.org/10.3390/inorganics6040134

Find Other Styles
Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Access Map by Country/Region

1
Back to TopTop