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Efficient Access to 5-Bromo- and 5,6-Dibromophenanthroline Ligands

Stumper A, Pilz TD, Schaub M, Goerls H, Sorsche D, Peuntinger K, Guldi DM, Rau S (2017)

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Publication Type: Journal article

Publication year: 2017

Journal

Book Volume: 2017

Pages Range: 3799-3810

Journal Issue: 32

DOI: 10.1002/ejic.201700548

Abstract

Bromo-functionalized precursor molecules are essential for generating desired target compounds through cross-coupling reactions. Herein we show an improved synthetic route, feasible at low temperatures and affording high yields, to the ligands 5-bromo-1,10-phenanthroline (1) and 5,6-dibromo-1,10-phenanthroline (2). The corresponding ruthenium complexes, containing various equivalents of ligand 2, are easily accessible in high yields, including the analogue of tris-homoleptic [Ru(bpy)3]²⁺ (bpy = 2,2′-bipyridine), [Ru(2)3]²⁺. X-ray diffraction analyses have provided detailed information on the structures of the ligands and their corresponding metal complexes. An investigation of the electrochemical properties has provided detailed information on the ³MLCT state localized on 2. We show the conversion of heteroleptic ruthenium complexes of these ligands in Suzuki cross-coupling reactions whereas the ligands did not undergo reaction under the same conditions.

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How to cite

APA:

Stumper, A., Pilz, T.D., Schaub, M., Goerls, H., Sorsche, D., Peuntinger, K.,... Rau, S. (2017). Efficient Access to 5-Bromo- and 5,6-Dibromophenanthroline Ligands. European Journal of Inorganic Chemistry, 2017(32), 3799-3810. https://doi.org/10.1002/ejic.201700548

MLA:

Stumper, Anne, et al. "Efficient Access to 5-Bromo- and 5,6-Dibromophenanthroline Ligands." European Journal of Inorganic Chemistry 2017.32 (2017): 3799-3810.

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