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Álvarez Miguel, Lucía Álvarez Miguel, Ines Martín Álvarez, José Miguel Álvarez González, Celedonio Manuel Rogez, Guillaume García Rodríguez, Raúl Miguel San José, Daniel Producción Científica In the study presented herein, we explore the ability of copper complexes with coordinated pyridine-2-carboxaldehyde (pyca) or 2-acetylpyridine (acepy) ligands to promote the addition of amines (Schiff condensation) and other nucleophiles such as alcohols (hemiacetal formation). Distinct reactivity patterns are observed: unlike pyca complexes, acepy copper complexes can promote self-aldol addition. The introduction of a flexible chain via Schiff condensation with β-alanine allows the possibility of chelate ring ring-opening processes mediated by pH. Further derivatization of the complex [CuCl(py-2-C(H)[double bond, length as m-dash]NCH2CH2COO)] is possible by replacing its chloride ligand with different pseudohalogens (N3−, NCO− and NCS−). In addition to the change in their magnetism, which correlates with their solid-state structures, more unexpected effects in their cytotoxicity and relaxitivities are observed, which determines their possibility to be used as MRI contrast agents. The replacement of a chloride by another pseudohalogen, although a simple strategy, can be used to critically change the cytotoxicity of the Schiff base copper (II) complex and its selectivity towards specific cell lines. 2019-12-17 2019-12-17 2019 info:eu-repo/semantics/article Dalton Transactions, 2019, n. 48, p. 17544-17555 1477-9234 http://uvadoc.uva.es/handle/10324/39915 10.1039/c9dt03822a eng https://pubs.rsc.org/en/content/articlelanding/2019/dt/c9dt03822a#!divAbstract info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by-nc-nd/4.0/ © 2019 Royal Society of Chemistry Attribution-NonCommercial-NoDerivatives 4.0 Internacional Royal Society of Chemistry