TY - JOUR
T1 - Self-assembly of functional macrocyclic metal complexes and 4-(phenylazo)benzoic acid
T2 - Preparation, structure, and photoluminescence
AU - Park, Ji Hye
AU - Jeong, Ah Rim
AU - Hastuti, Dewi K.A.K.
AU - Jeong, Maeng Jun
AU - Min, Kil Sik
N1 - Publisher Copyright:
© Springer Science+Business Media Dordrecht 2015.
PY - 2015/6/1
Y1 - 2015/6/1
N2 - Two self-assembled compounds [Ni(C18H42N6)(C13N2O2)2]·2CH3CN (3) and [Cu(C18H42N6)(H2O)2](C13H9N2O2)2 (4) were obtained by the reaction of 4-(phenylazo)benzoate (pab-) with macrocyclic complexes [Ni(C18H42N6)](ClO4)2 (1) and [Cu(C18H42N6)](ClO4)2 (2), respectively (C18H42N6 = 1,8-dipentyl-1,3,6,8,10,13-hexaazacyclotetradecane, C13H9N2O2 = 4-(phenylazo)benzoate). Compounds 1-4 were characterized by elemental analysis, IR, UV-Vis, photoluminescence and single crystal X-ray diffraction. The nickel(II) ion in 1 has a square planar geometry by coordination with four nitrogens of a macrocyclic ligand with pentyl groups, while the copper(II) ion in 2 has a distorted octahedral geometry by coordination with four nitrogen atoms in a square planar configuration and two oxygens of two perchlorate ions. In 3, the nickel(II) macrocyclic unit binds two pab- ions in axial position. The coordinated pab- ions are involved in hydrogen bonds with adjacent pab- ions, which gives rise to a 1-D ribbonlike structure. The copper(II) ion in 4 coordinates two water molecules axially. In 4, pab- ions as anions in the solid state are involved in hydrogen bonding interactions with coordinated water molecules and offset face-to-face π-π interactions between the benzene rings of pab- ions, which leads to a 2-D sheet structure. Potassium 4-(phenylazo)benzoate and 4 show strong fluorescence bands at 402 and 467 nm, and 397 and 467 nm, respectively. However, no fluorescence bands in 3 are observed due to the coordination of pab- ion to nickel(II) ion.
AB - Two self-assembled compounds [Ni(C18H42N6)(C13N2O2)2]·2CH3CN (3) and [Cu(C18H42N6)(H2O)2](C13H9N2O2)2 (4) were obtained by the reaction of 4-(phenylazo)benzoate (pab-) with macrocyclic complexes [Ni(C18H42N6)](ClO4)2 (1) and [Cu(C18H42N6)](ClO4)2 (2), respectively (C18H42N6 = 1,8-dipentyl-1,3,6,8,10,13-hexaazacyclotetradecane, C13H9N2O2 = 4-(phenylazo)benzoate). Compounds 1-4 were characterized by elemental analysis, IR, UV-Vis, photoluminescence and single crystal X-ray diffraction. The nickel(II) ion in 1 has a square planar geometry by coordination with four nitrogens of a macrocyclic ligand with pentyl groups, while the copper(II) ion in 2 has a distorted octahedral geometry by coordination with four nitrogen atoms in a square planar configuration and two oxygens of two perchlorate ions. In 3, the nickel(II) macrocyclic unit binds two pab- ions in axial position. The coordinated pab- ions are involved in hydrogen bonds with adjacent pab- ions, which gives rise to a 1-D ribbonlike structure. The copper(II) ion in 4 coordinates two water molecules axially. In 4, pab- ions as anions in the solid state are involved in hydrogen bonding interactions with coordinated water molecules and offset face-to-face π-π interactions between the benzene rings of pab- ions, which leads to a 2-D sheet structure. Potassium 4-(phenylazo)benzoate and 4 show strong fluorescence bands at 402 and 467 nm, and 397 and 467 nm, respectively. However, no fluorescence bands in 3 are observed due to the coordination of pab- ion to nickel(II) ion.
KW - Copper
KW - Crystal structure
KW - Macrocyclic ligand
KW - Nickel
KW - Photoluminescence
UR - https://www.scopus.com/pages/publications/84943539947
U2 - 10.1007/s10847-015-0489-8
DO - 10.1007/s10847-015-0489-8
M3 - Article
AN - SCOPUS:84943539947
SN - 0923-0750
VL - 82
SP - 153
EP - 162
JO - Journal of Inclusion Phenomena and Macrocyclic Chemistry
JF - Journal of Inclusion Phenomena and Macrocyclic Chemistry
IS - 1
ER -