0000000001304295
AUTHOR
Filip Topic
Chiral hemicucurbit[8]uril as an anion receptor: selectivity to size, shape and charge distribution
A novel eight-membered macrocycle of the hemicucurbit[n]uril family, chiral (all-R)-cyclohexanohemicucurbit[8]uril (cycHC[8]) binds anions in a purely protic solvent with remarkable selectivity. The cycHC[8] portals open and close to fully encapsulate anions in a 1 : 1 ratio, resembling a molecular Pac-Man™. Comprehensive gas, solution and solid phase studies prove that the binding is governed by the size, shape and charge distribution of the bound anion. Gas phase studies show an order of SbF6− ≈ PF6− > ReO4− > ClO4− > SCN− > BF4− > HSO4− > CF3SO3− for anion complexation strength. An extensive crystallographic study reveals the preferred orientations of the anions within the octahedral cav…
Simultaneous Endo- and Exo-Complex Formation of Pyridine[4]arene Dimer with Neutral and Anionic Guests
The formation of complexes between hexafluorophosphate (PF6−) and tetraisobutyloctahydroxypyridine[4]arene has been thoroughly studied in the gas phase (ESI‐QTOF‐MS, IM‐MS, DFT calculations), in the solid state (X‐ray crystallography), and in chloroform solution (1H, 19F, and DOSY NMR spectroscopy). In all states of matter, simultaneous endo complexation of solvent molecules and exo complexation of a PF6− anion within a pyridine[4]arene dimer was observed. While similar ternary complexes are often observed in the solid state, this is a unique example of such behavior in the gas phase. peerReviewed
Self-assembly of a M4L6 complex with unexpected S4 symmetry
Using 1,4-diaminobenzene and 2-formylpyridine as simple building blocks results in a 1D ligand (rod, L2) to 2D (M4L4 grid, C1) to 3D (S4 symmetrical M4L6, C2) complexes upon sequential addition of Cu(I) and Fe(II) ions. The complex C2 can be seen as the smallest possible pseudo-tetrahedron with S4 symmetry. peerReviewed
Synthesis, structure and photophysical properties of a highly luminescent terpyridine-diphenylacetylene hybrid fluorophore and its metal complexes
A new fluorescent terpyridyl-diphenylacetylene hybrid fluorophore 4′-[4-{(4-methoxyphenyl)ethynyl}phenyl]-2,2′:6′,2′′-terpyridine, L, was synthesized via Sonogashira cross-coupling of 4′-(4-bromophenyl)-2,2′:6′,2′′-terpyridine and 4-ethynylanisole in the presence of Pd(PPh3)4/CuI as a catalyst. The solid state structure of L shows a trans arrangement of pyridine nitrogen atoms along the interannular bond in the terpyridine domain. Five transition metal complexes of L, {[FeL2](CF3SO3)2 (1), [ZnL2](ClO4)2 (2), [CdL2](ClO4)2 (3), [RuL2](PF6)2 (4), and PtMe3IL (5)}, have also been synthesized and characterized by spectroscopic methods and single crystal X-ray analysis. The X-ray crystal structu…
Electron-deficient trifluoromethyl-substituted sub-components affect the properties of M4L4 tetrahedral cages
Two supramolecular tetrahedral cages based on a new electron-deficient trifluoromethyl-substituted pyridylimine ligand are synthesised by sub-component self-assembly. Their structures are characterised by NMR und UV-Vis spectroscopy, high-resolution mass spectrometry and single crystal X-ray diffraction. The iron(II) complex shows host–guest chemistry, complex-to-complex transformations and novel electronic properties. peerReviewed
Tridentate C–I⋯O−–N+ halogen bonds
The X-ray structures of the first co-crystals where the three oxygen lone pairs in N-oxides are fully utilized for tridentate C–I⋯O−–N+ halogen bonding with 1,ω-diiodoperfluoroalkanes are reported, studied computationally, and compared with the corresponding silver(I) N-oxide complexes. peerReviewed
Influencing the self‐sorting behavior of [2.2]paracyclophane based ligands by introducing isostructural binding motifs
Two isostructural ligands with either nitrile ( L nit ) or isonitrile ( L iso ) moieties directly connected to a [2.2]paracyclophane backbone with pseudo‐meta substitution pattern have been synthesized. The ligand itself ( L nit ) or its precursors ( L iso ) were resolved via HPLC on a chiral stationary phase and the absolute configuration of the isolated enantiomers was assigned by XRD analysis and/or by comparison of quantum‐chemical simulated and experimental ECD‐spectra. Surprisingly, the resulting metallosupramolecular aggregates formed in solution upon coordination of [(dppp)Pd(OTf) 2 ] differ in their composition: whereas L nit forms dinuclear complexes L iso exclusively forms trinuc…
CCDC 949721: Experimental Crystal Structure Determination
Related Article: Alexander Giovannitti, Stefan M. Seifermann, Angela Bihlmeier, Thierry Muller, Filip Topic, Kari Rissanen, Martin Nieger, Wim Klopper, and Stefan Bräse|2013|Eur.J.Org.Chem.|2013|7907|doi:10.1002/ejoc.201301146
CCDC 949723: Experimental Crystal Structure Determination
Related Article: Alexander Giovannitti, Stefan M. Seifermann, Angela Bihlmeier, Thierry Muller, Filip Topic, Kari Rissanen, Martin Nieger, Wim Klopper, and Stefan Bräse|2013|Eur.J.Org.Chem.|2013|7907|doi:10.1002/ejoc.201301146
CCDC 1573413: Experimental Crystal Structure Determination
Related Article: Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|241|doi:10.1021/acs.inorgchem.7b02412
CCDC 1573412: Experimental Crystal Structure Determination
Related Article: Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|241|doi:10.1021/acs.inorgchem.7b02412
CCDC 1573312: Experimental Crystal Structure Determination
Related Article: Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|241|doi:10.1021/acs.inorgchem.7b02412
CCDC 949722: Experimental Crystal Structure Determination
Related Article: Alexander Giovannitti, Stefan M. Seifermann, Angela Bihlmeier, Thierry Muller, Filip Topic, Kari Rissanen, Martin Nieger, Wim Klopper, and Stefan Bräse|2013|Eur.J.Org.Chem.|2013|7907|doi:10.1002/ejoc.201301146
CCDC 1573313: Experimental Crystal Structure Determination
Related Article: Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|241|doi:10.1021/acs.inorgchem.7b02412
CCDC 1550913: Experimental Crystal Structure Determination
Related Article: Matthias Hardy, Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|3507|doi:10.1021/acs.inorgchem.7b02516
CCDC 1573410: Experimental Crystal Structure Determination
Related Article: Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|241|doi:10.1021/acs.inorgchem.7b02412
CCDC 949720: Experimental Crystal Structure Determination
Related Article: Alexander Giovannitti, Stefan M. Seifermann, Angela Bihlmeier, Thierry Muller, Filip Topic, Kari Rissanen, Martin Nieger, Wim Klopper, and Stefan Bräse|2013|Eur.J.Org.Chem.|2013|7907|doi:10.1002/ejoc.201301146
CCDC 1573414: Experimental Crystal Structure Determination
Related Article: Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|241|doi:10.1021/acs.inorgchem.7b02412
CCDC 949724: Experimental Crystal Structure Determination
Related Article: Alexander Giovannitti, Stefan M. Seifermann, Angela Bihlmeier, Thierry Muller, Filip Topic, Kari Rissanen, Martin Nieger, Wim Klopper, and Stefan Bräse|2013|Eur.J.Org.Chem.|2013|7907|doi:10.1002/ejoc.201301146
CCDC 1575238: Experimental Crystal Structure Determination
Related Article: Matthias Hardy, Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|3507|doi:10.1021/acs.inorgchem.7b02516
CCDC 1573411: Experimental Crystal Structure Determination
Related Article: Niklas Struch, Filip Topic, Gregor Schnakenburg, Kari Rissanen, Arne Lützen|2018|Inorg.Chem.|57|241|doi:10.1021/acs.inorgchem.7b02412