Display options
Cite
Schütt C, Heitmann G, Wendler T, et al. Design and Synthesis of Photodissociable Ligands Based on Azoimidazoles for Light-Driven Coordination-Induced Spin State Switching in Homogeneous Solution. J Org Chem. 2016;81(3):1206-15doi: 10.1021/acs.joc.5b02817.
Schütt, C., Heitmann, G., Wendler, T., Krahwinkel, B., & Herges, R. (2016). Design and Synthesis of Photodissociable Ligands Based on Azoimidazoles for Light-Driven Coordination-Induced Spin State Switching in Homogeneous Solution. The Journal of organic chemistry, 81(3), 1206-15. https://doi.org/10.1021/acs.joc.5b02817
Schütt, Christian, et al. "Design and Synthesis of Photodissociable Ligands Based on Azoimidazoles for Light-Driven Coordination-Induced Spin State Switching in Homogeneous Solution." The Journal of organic chemistry vol. 81,3 (2016): 1206-15. doi: https://doi.org/10.1021/acs.joc.5b02817
Schütt C, Heitmann G, Wendler T, Krahwinkel B, Herges R. Design and Synthesis of Photodissociable Ligands Based on Azoimidazoles for Light-Driven Coordination-Induced Spin State Switching in Homogeneous Solution. J Org Chem. 2016 Feb 05;81(3):1206-15. doi: 10.1021/acs.joc.5b02817. Epub 2016 Jan 27. PMID: 26761623.
Copy Download .nbib Format: NLM
Share it on

J Org Chem. 2016 Feb 05;81(3):1206-15. doi: 10.1021/acs.joc.5b02817. Epub 2016 Jan 27.

Design and Synthesis of Photodissociable Ligands Based on Azoimidazoles for Light-Driven Coordination-Induced Spin State Switching in Homogeneous Solution.

The Journal of organic chemistry

Christian Schütt, Gernot Heitmann, Thore Wendler, Bahne Krahwinkel, Rainer Herges

Affiliations

  1. Otto Diels-Institute for Organic Chemistry, University of Kiel , Otto-Hahn-Platz 4, Kiel D-24119, Germany.

PMID: 26761623 DOI: 10.1021/acs.joc.5b02817

Abstract

Light-switchable azoimidazoles were rationally designed and synthesized, and their performance was investigated as photodissociable ligands (PDL) and for spin state switching of Ni porphyrins. The rationally designed ligands exhibit a high photochemical conversion rate (trans → cis > 98%) and no measurable fatigue over a large number of switching cycles at room temperature under air. As compared to the known phenylazopyridines, the phenylazoimidazoles exhibit a much stronger affinity as axial ligands to Ni porphyrin in the binding trans configuration and a low affinity in their cis form. This affinity switching was used to control the coordination number of Ni(2+). Concomitant with the change in coordination number is the change of the spin state from triplet (high spin) to singlet state (low spin). We report on phenylazoimidazole-based PDLs that switch the paramagnetic ratio of the investigated nickel species by up to 70%. Consequently, azoimidazoles exhibit considerably higher switching efficiencies than previously described pyridine-based PDLs.

Publication Types