S1 Supporting information PEG-Containing Ruthenium Phthalocyanines as Photosensitizers for Photodynamic Therapy: Synthesis, Characterization and in vitro Evaluation J. T. Ferreira, a,b,c J. Pina, e C. A. F. Ribeiro, c R. Fernandes,* c,d J. P. C. Tomé,* ,b,f M. S. Rodríguez- Morgade,* ,a,g T. Torres* ,a,g,h a Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Cantoblanco, 28049 Madrid, Spain. E-mail: tomas.torres@uam.es, salome.rodriguez@uam.es b Department of Chemistry and QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal. c IBILI, Faculty of Medicine, University of Coimbra, 3000-548 Coimbra, Portugal. d CNC.IBILI, University of Coimbra, 3004-504 Coimbra, Portugal. e CQC, Department of Chemistry, University of Coimbra, Coimbra, Portugal. f Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal. g Institute for Advanced Research in Chemical Sciences (IAdChem), UAM, 28049 Madrid, Spain. h Instituto Madrileño de Estudios Avanzados (IMDEA)-Nanociencia c/ Faraday, 9, Cantoblanco, 28049 Madrid, Spain. Table of contents 1. Characterization of Ruthenium(bisbenzonitrile)phthalocyanine (Ru(PhCN) 2 Pc) ..................2 2. Characterization of Pyridine-3,5-dicarboxylic acid bis-(2-[2-(hydroxy-ethoxy)-ethoxy]- ethyl) ester (L1). ............................................................................................................................ 3 3. Characterization of Pyridine-3,5-dicarboxylic acid bis-(2-[2-(dimethylamine)-ethoxy]-ethyl) ester (L2). ...................................................................................................................................... 4 4. Characterization of Bis(3,4,5-tris(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzyl) pyridine- 3,5-dicarboxylate (L3).................................................................................................................... 8 5. Characterization of Ru(L1) 2 Pc ............................................................................................. 11 6. Characterization of Ru(L2) 2 Pc ............................................................................................. 14 7. Characterization of Ru(L3) 2 Pc ............................................................................................. 18 8. Dark toxicities of Ru(L) 2 Pcs ................................................................................................. 22 Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B. This journal is © The Royal Society of Chemistry 2017