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In this work we report a synthetic approach to previously unknown substituted 1,10-phenanthrolines and corresponding fluorescent Ru complexes incorporating various nitrogen- or phosphonate-containing units. Corresponding substituted 1,10-phenanthrolines were obtained using Pd catalysis: halogeno- and dihalogenosubstituted 1,10-phenanthrolines were introduced in the Buchwald-Hartwig, Suzuki-Miyaura and Sonogashira reactions providing new functionalized ligands. Non-catalytic approaches were also employed. On the basis of these compounds various fluorescent complexes with Ru(II) were synthesized and characterized.