Polyamine-based anion receptors: Extraction and structural studies

Wichmann, K.; Antonioli, Bianca; Söhnel, Tilo; Wenzel, Marco; Gloe, Kerstin; Gloe, Karsten; Price, Jason R.; Lindoy, Leonard F.; Blake, Alexander J.; Schröder, Martin

doi:10.1016/j.ccr.2006.07.010

Cited by 128 publications

(47 citation statements)

References 81 publications

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“…[21] These findings indicate that the anion is probably located close to peripheral ruthenium moieties in the same position as that observed for the monometallic 1PF 6 and 2PF 6 precursors and it does not get into the dendrimeric branches.…”

Section: Resultsmentioning

confidence: 67%

Diffusion and NOE NMR Studies on Multicationic DAB‐Organoruthenium Dendrimers: Size‐Dependent Noncovalent Self‐Assembly to Megamers and Ion Pairing

Pettirossi

Bellachioma

Ciancaleoni

et al. 2009

Chemistry A European J

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New multicationic organoruthenium dendrimers (RuPF(6)-Dabn, n = 2, 4, 8, 16) have been synthesized by coupling of [Ru(eta(6)-p-cymene)(kappa(3)-dpk-OCH(2)CH(2)OH)]X (1PF(6), dpk = 2,2'-dipyridyl ketone, X = PF(6)) with 1,4-diaminobutane (DAB) and polypropylenimine dendrimer DAB-dendr-(NH(2))(n) {n=4, 8, 16} mediated by 1,1'-carbonyldiimidazole (CDI). The intermediate in the synthesis, [Ru(eta(6)-p-cymene)(kappa(3)-dpk-OCH(2)CH(2)OC(O)Im]X (2PF(6), Im = imidazole, X = PF(6)) has been isolated and characterized by single-crystal XRD. The intra- and supramolecular structures in a solution of RuPF(6)-Dabn dendrimer have been investigated by multidimensional and multinuclear NMR techniques. Diffusion NMR experiments on dilute solutions indicated that the linear distance between two metal centers (14.9-22.1 A depending on the dendrimer generation) is much greater than the diameter of 1PF(6) (9.9 A). (19)F,(1)H-HOESY NMR experiments (HOESY = heteronuclear Overhauser effect spectroscopy) showed that the counterion is positioned on the surface of the dendrimers and assumes the same relative anion-cation orientation as in 2PF(6). Diffusion NMR experiments on RuPF(6)-Dabn dendrimers in CD(2)Cl(2) at different concentrations revealed a process of supramolecular assembly of dendrimers to megamers that is strongly favored for the highest generations. Megamer formation is coupled with an increased fraction of free ions (alpha) and a consequent reduction in ion-paired ruthenium centers. Graphs of alpha versus C(Ru) (the concentration of ruthenium centers) showed a minimum for RuPF(6)-Dab4, RuPF(6)-Dab8, and RuPF(6)-Dab16 at a position coinciding with the significant presence of supramolecular dendritic dimers. The tendency to ion pairing decreases as the dendrimer generation increases.

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Section: Resultsmentioning

confidence: 67%

Diffusion and NOE NMR Studies on Multicationic DAB‐Organoruthenium Dendrimers: Size‐Dependent Noncovalent Self‐Assembly to Megamers and Ion Pairing

Pettirossi

Bellachioma

Ciancaleoni

et al. 2009

Chemistry A European J

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“…Inclusion of the anion inside the cavity of the macrocycle was also postulated by early work performed by the groups of Lehn in Strasbourg and Balzani in Bolonia on the interaction of [Co(CN) 6 ] 3− with the polyammonium receptors [24]aneN 6 (83) and [32]aneN 8 (84) containing all propylenic chains between the nitrogen atoms [198,199]. These authors observed that the quantum yield of the light-induced aquation reaction of [Co(CN) 6 ] 3− was reduced to one-third of the initial value in the presence of the octaprotonated receptor H 8 ([32]aneN 8 ) 8+ , suggesting that inclusion of [Co(CN) 6 ] 3− into the macrocycle through the equatorial plane had occurred.…”

Section: Anionic Complexes: Supercomplex Formationmentioning

confidence: 99%

Aspects of Anion Coordination from Historical Perspectives

Bianchi¹,

Bowman‐James²,

Garc³

2011

Anion Coordination Chemistry

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“…The specific interactions between anions and their supramolecular receptors have been widely studied [1][2][3][4]. Among the various anions, halides play an important role in environments and life [5].…”

Section: Introductionmentioning

confidence: 99%

Theoretical Studies on Hydrogen Bonds in Anions Encapsulated by an Azamacrocyclic Receptor

Wang

Hossain

et al. 2016

Crystals

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Hydrogen bonds in two halides encapsulated by an azamacrocyclic receptor were studied in detail by the density functional theory (DFT) approaches at B3LYP/6-311++G(d,p) and M06-2X/6-311++G(d,p) levels. The atoms in molecules (AIM) theory and the electron density difference maps were applied for characterizing the hydrogen bond patterns. The results suggest that the fluoride complex has a unique binding pattern which shows a hydrogen bond augmented with ionic bond characteristics.

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Polyamine-based anion receptors: Extraction and structural studies

Cited by 128 publications

References 81 publications

Diffusion and NOE NMR Studies on Multicationic DAB‐Organoruthenium Dendrimers: Size‐Dependent Noncovalent Self‐Assembly to Megamers and Ion Pairing

Diffusion and NOE NMR Studies on Multicationic DAB‐Organoruthenium Dendrimers: Size‐Dependent Noncovalent Self‐Assembly to Megamers and Ion Pairing

Aspects of Anion Coordination from Historical Perspectives

Theoretical Studies on Hydrogen Bonds in Anions Encapsulated by an Azamacrocyclic Receptor

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