scispace - formally typeset
Search or ask a question
Author

Juan J. Fiol

Bio: Juan J. Fiol is an academic researcher from University of the Balearic Islands. The author has contributed to research in topics: Ligand & Non-covalent interactions. The author has an hindex of 21, co-authored 69 publications receiving 1307 citations. Previous affiliations of Juan J. Fiol include Spanish National Research Council.


Papers
More filters
Journal ArticleDOI
TL;DR: In this article, a high-level ab initio study of anion−π interactions involving N9-methyl-adenine, N6methyl-adenine and N9methyl-hypoxanthine was performed and it was shown that these compounds are able to interact favorably with anions.
Abstract: In this manuscript we report a high-level ab initio study of anion−π interactions involving N9-methyl-adenine, N6-methyl-adenine, N9-methyl-hypoxanthine, a dimer of N9-methyl-adenine, and N9,N9‘-trimethylene-bisadenine. DNA bases like adenine are electron-deficient arenes that are well suited for interacting favorably with anions. We demonstrate that these compounds are able to interact favorably with anions. N9-Methyl-adenine, N6-methyl-adenine, and the dimer of N9-methyl-adenine interact with the anion via the six-membered ring more strongly than adenine due to cooperativity effects between the noncovalent π−π and anion−π interactions. This pattern, i.e., coexistence of π−π and anion−π bonding, is observed experimentally in the solid state. Finally, we report the solid-state characterization of two new compounds N6,N6‘-dimethylene-bisadenine hydrochloride and an outer-sphere complex of protonated N9,N9‘-trimethylene-bishypoxanthine with zinc tetrachloride anion, that exhibit interesting anion−π interact...

100 citations

Journal ArticleDOI
TL;DR: Three new ternary peptide-Cu(II)-1,10-phenanthroline (phen) complexes have been prepared and structurally characterised and exhibit significant differences in their nuclease activity which depends on the nature of the peptidic moiety, the complex [Cu(gly-L-trp) (phen)]2H(2)O 3 being the most active.

82 citations

Journal ArticleDOI
TL;DR: In low-molecular-weight ternary complexes some recognition patterns are repeatedly observed as mentioned in this paper, such as long bonds between metal ions and nucleobases, hydrogen bonds between the amino group of amino acids and a carbonyl group of the nucleobas and vice versa.

79 citations

Journal ArticleDOI
TL;DR: In this paper, the X-ray crystal structures of [Hg(sulfamethoxypyridazinato)2] (2a), [Cd(Sulfadimitriou)2(H2O)] (4b) and [Zn(methoxazolato) 2(py)2.2(h2O)2 (6d) have been determined.

75 citations

Journal ArticleDOI
TL;DR: Long-chain N-alkyl substituted purine and pyridine bases are very interesting ligands for studying interaction motifs of biological relevance and the importance of anion–π interactions with both pyrimidine and purine rings is revealed.

46 citations


Cited by
More filters
Journal ArticleDOI
TL;DR: The CH/π interaction is a kind of hydrogen bond operating between a soft acid CH and a soft base π-system (double and triple bonds, C6 and C5 aromatic rings, heteroaromatics, convex surfaces of fullerenes and nanotubes) as discussed by the authors.
Abstract: The nature and characteristics of the CH/π interaction are discussed by comparison with other weak molecular forces such as the CH/O and OH/π interaction. The CH/π interaction is a kind of hydrogen bond operating between a soft acid CH and a soft base π-system (double and triple bonds, C6 and C5 aromatic rings, heteroaromatics, convex surfaces of fullerenes and nanotubes). The consequences of CH/π hydrogen bonds in supramolecular chemistry are reviewed on grounds of recent crystallographic findings and database analyses. The topics include intramolecular interactions, crystal packing (organic and organometallic compounds), host/guest complexes (cavity-type inclusion compounds of cyclodextrins and synthetic macrocyclic hosts such as calixarenes, catenanes, rotaxanes and pseudorotaxanes), lattice-inclusion type clathrates (including liquid crystals, porphyrin derivatives, cyclopentadienyl compounds and C60 fullerenes), enantioselective clathrate formation, catalytic enantioface discriminating reactions and solid-state photoreaction. The implications of the CH/π concept for crystal engineering and drug design are evident.

1,262 citations

Journal ArticleDOI
TL;DR: This review describes a multidimensional treatment of molecular recognition phenomena involving aromatic rings in chemical and biological systems that facilitates the development of new advanced materials and supramolecular systems, and should inspire further utilization of interactions with aromatic rings to control the stereochemical outcome of synthetic transformations.
Abstract: This review describes a multidimensional treatment of molecular recognition phenomena involving aromatic rings in chemical and biological systems. It summarizes new results reported since the appearance of an earlier review in 2003 in host-guest chemistry, biological affinity assays and biostructural analysis, data base mining in the Cambridge Structural Database (CSD) and the Protein Data Bank (PDB), and advanced computational studies. Topics addressed are arene-arene, perfluoroarene-arene, S⋅⋅⋅aromatic, cation-π, and anion-π interactions, as well as hydrogen bonding to π systems. The generated knowledge benefits, in particular, structure-based hit-to-lead development and lead optimization both in the pharmaceutical and in the crop protection industry. It equally facilitates the development of new advanced materials and supramolecular systems, and should inspire further utilization of interactions with aromatic rings to control the stereochemical outcome of synthetic transformations.

1,221 citations

Journal ArticleDOI
TL;DR: This critical review covers advances in anion complexation in the year 2010 and highlights the applications to which anion receptors can be applied such as sensing, anion transport, control of molecular motion and gelation.
Abstract: This critical review covers advances in anion complexation in the year 2010. The review covers both organic and inorganic systems and also highlights the applications to which anion receptors can be applied such as sensing, anion transport, control of molecular motion and gelation (179 references).

583 citations