499199-60-9Relevant academic research and scientific papers
Three new modes of adenine-copper(II) coordination: Interligand interactions controlling the selective N3-, N7- and bridging μ-N3,N7-metal-bonding of adenine to different N-substituted iminodiacetato-copper(II) chelates
Bugella-Altamirano,Choquesillo-Lazarte,González-Pérez,Sánchez-Moreno,Marín-Sánchez,Martín-Ramos,Covelo,Carballo,Castieiras,Niclós-Gutiérrez
, p. 160 - 170 (2002)
The reaction of Cu2CO3(OH)2, various N-substituted-iminodiacetic acids [R-N(CH2CO2H)2)] and adenine (AdeH) in water yields crystalline samples of mixed-ligand copper(II) complexes of formulas [Cu(A)(N7-AdeH)(H2O)]·H2O (A=N-methyl- or N-ethyl-iminodiacetato(2-); compounds 1 and 2, respectively), [Cu(B)(N3-AdeH)(H2O)]·H2O (B=N-benzyl- or N-(p-methylbenzyl)-iminodiacetato(2-); compounds 3 and 4, respectively) as well as [Cu4(pheida)4(μ-N3,N7-AdeH)2(H 2O)4]·2H2O (pheida=N-phenethyl-iminodiacetato(2-)). Crystal structures of the acid H2pheida and compounds 1-5 are reported. H2pheida acid exhibits a typical zwitterionic structure. Copper(II) compounds were also studied by TG analysis (with FT-IR study of the evolved gasses), IR, electronic and ESR spectra and magnetic susceptibility data. The N-alkyl- or N-benzyl-like-iminodiacetato(2-) ligands (A or B) give complexes with Cu(II)/(A or B)/AdeH equimolar ratio, whereas pheida yields an unexpected tetranuclear compound with a 2:2:1 Cu(II)/pheida/AdeH molar ratio. In 1 and 2 AdeH binds to the metal by N7, whereas in 3 and 4 the N3 atom is used. An unexpected bridging μ-N3,N7-AdeH-dicopper(II) binding mode is found in the tetra-nuclear compound 5 (without interligand π,π-stacking interactions). These AdeH-Cu(II) binding modes have not been referred in the literature before. The difference in AdeH-Cu(II) binding modes in compounds 1 or 2 and 3 or 4 is rationalised on the basis of the absence or presence of a flexible N-benzyl-like substituent in the iminodiacetato(2-) ligand skeleton, which prevents or permits the interligand π,π-stacking interactions.
