scholarly journals New Members of the Cinchona Alkaloids Family: Assembly of the Triazole Heterocycle at the 6′ Position

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3357
Author(s):  
Catalin Vasile Maftei ◽  
Martin Heiko Franz ◽  
Christian Kleeberg ◽  
Ion Neda
Keyword(s):  
Solid State ◽  
Ring System ◽  
Cinchona Alkaloids ◽  
X Ray Diffraction ◽  
New Members ◽  
X Ray ◽  
Direct Pathway ◽  
Primary Amino ◽  
Solid State Structures ◽  
Derivatives Of

The substance class of the well-known Cinchona alkaloids is widened by 6′-Amino-cinchonine and 6′-Amino-cinchonidine, novel compounds which incorporate a primary amino function in the quinolinic ring system. These key intermediates open the field for a range of fruitful chemistry. Here is described a short and direct pathway for the synthesis of triazole containing derivatives of the above-mentioned substances using the [3 + 2] Huisgen cycloaddition. For this purpose, the amines were first converted into the corresponding azides. Based on this, non-substituted and silyl-protected triazoles were synthesized as examples. Furthermore, didehydrated derivatives of quincorine and quincoridine were used as addition partners, resulting in compounds that carry the quinuclidine ring of the cinchona alkaloids at both ends. Some of these compounds were examined radiographically to investigate the position of the quinuclidine ring to the triazole. The solid-state structures of compounds 10, 11 and 28 were determined by X-ray diffraction analyses.

scholarly journals Bis(dicarbollide) Complexes of Transition Metals as a Platform for Molecular Switches. Study of Complexation of 8,8′-Bis(methylsulfanyl) Derivatives of Cobalt and Iron Bis(dicarbollides)

Molecules ◽  
2020 ◽  
Vol 25 (23) ◽  
pp. 5745
Author(s):  
Sergey A. Anufriev ◽  
Sergey V. Timofeev ◽  
Alexei A. Anisimov ◽  
Kyrill Yu. Suponitsky ◽  
Igor B. Sivaev
Keyword(s):  
Solid State ◽  
Transition Metal ◽  
Molecular Switches ◽  
X Ray Diffraction ◽  
Chelate Complexes ◽  
X Ray ◽  
Complexes Of Transition Metals ◽  
Silver Palladium ◽  
Solid State Structures ◽  
Derivatives Of

Complexation of the 8,8′-bis(methylsulfanyl) derivatives of cobalt and iron bis(dicarbollides) [8,8′-(MeS)2-3,3′-M(1,2-C2B9H10)2]− (M = Co, Fe) with copper, silver, palladium and rhodium leads to the formation of the corresponding chelate complexes, which is accompanied by a transition from the transoid to the cisoid conformation of the bis(dicarbollide) complex. This transition is reversible and can be used in design of coordination-driven molecular switches based on transition metal bis(dicarbollide) complexes. The solid-state structures of {(Ph3P)ClPd[8,8′- (MeS)2-3,3′-Co(1,2-C2B9H10)2-κ2-S,S′]} and {(COD)Rh[8,8′-(MeS)2-3,3′-Co(1,2-C2B9H10)2-κ2-S,S′]} were determined by single crystal X-ray diffraction.

Copper(II) Complexes of a Tripyridyl Ligand: Anion-Dependent Metallosupramolecular Structures

2013 ◽  
Vol 66 (11) ◽  
pp. 1447 ◽  
Author(s):  
James E. M. Lewis ◽  
James D. Crowley
Keyword(s):  
Mass Spectrometry ◽  
Solid State ◽  
Coordination Polymer ◽  
Elemental Analysis ◽  
Spectroscopic Properties ◽  
Nitrate Salt ◽  
X Ray Diffraction ◽  
X Ray ◽  
Salt Structure ◽  
Solid State Structures

A series of copper(ii) complexes of the ligand 2,6-bis(pyridin-3-ylethynyl)pyridine have been synthesised and characterised by 1H and DOSY NMR, IR and UV-Vis spectroscopies, mass spectrometry, elemental analysis and single crystal X-ray diffraction. In solution these systems display almost identical spectroscopic properties, however the solid state structures are shown to vary widely, depending upon the choice of anion. The tetrafluoroborate salt was revealed to be a discrete Cu2L4 cage-like helicate. The tosylate salt, whilst of the same Cu2L4 stoichiometry, was shown to be a coordination polymer. Finally the nitrate salt structure was observed to be a discrete Cu2L2 metallocycle.

Synthesis, characterization, and application of palladium complexes containing 8-quinolylphosphinite ligands

2010 ◽  
Vol 88 (2) ◽  
pp. 99-103 ◽  
Author(s):  
Earl Cook ◽  
Jason D. Masuda ◽  
Aibing Xia
Keyword(s):  
Solid State ◽  
Single Crystal ◽  
Phenylboronic Acid ◽  
Suzuki Coupling ◽  
Palladium Complexes ◽  
Aryl Halides ◽  
Coupling Reactions ◽  
X Ray Diffraction ◽  
X Ray ◽  
Solid State Structures

Palladium complexes containing 8-quinolylphosphinite ligands have been synthesized and characterized. Their solid state structures were determined by single-crystal X-ray diffraction. They were found to be active catalysts for Suzuki coupling reactions of phenylboronic acid and various aryl halides.

scholarly journals MicroED Elucidation of Diverse Solid-State Packing in a Family of Electron-Deficient Expanded Helicenes

2020 ◽  
Author(s):  
Adrian Samkian ◽  
Gavin R. Kiel ◽  
Christopher G. Jones ◽  
Harrison Bergman ◽  
Julia Oktawiec ◽  
...  
Keyword(s):  
Solid State ◽  
Electron Diffraction ◽  
Rapid Assessment ◽  
Nanometer Scale ◽  
Proof Of Concept ◽  
X Ray Diffraction ◽  
X Ray ◽  
Space Groups ◽  
Indispensable Tool ◽  
Solid State Structures

Solid-state packing plays a defining role in the properties of a molecular organic material, but it is difficult to elucidate in the absence of single crystals that are suitable for X-ray diffraction. Here, we demonstrate the coupling of divergent synthesis with microcrystal electron diffraction (MicroED) for rapid assessment of solid-state packing motifs, using a class of chiral nanocarbons – expanded helicenes – as a proof of concept. Two highly selective oxidative dearomatizations of a readily-accessible helicene provided a divergent route to four electron-deficient analogues containing quinone or quinoxaline units. Crystallization efforts consistently yielded microcrystals that were unsuitable for single crystal X-ray diffraction, but ideal for MicroED. This technique facilitated the elucidation of solid-state structures of all five compounds with <1.1 Å resolution. The otherwise-inaccessible data revealed a range of notable packing behavior, including four different space groups, homochirality in a crystal for a helicene with an extremely low enantiomerization barrier, and nanometer scale cavities. The results of this study suggest that MicroED will soon become an indispensable tool for high-throughput investigations in pursuit of next-generation organic materials.

scholarly journals Synthesis, Solid-state Structures, Solution Behaviour and Catalysis Studies of Nickel Complexes of Bis(benzimidazolin-2-ylidene)pyridine Pincer Ligands

2012 ◽  
Vol 65 (7) ◽  
pp. 823 ◽  
Author(s):  
Karen D. M. MaGee ◽  
Guy Travers ◽  
Brian W. Skelton ◽  
Massimilliano Massi ◽  
Alan D. Payne ◽  
...  
Keyword(s):  
Solid State ◽  
Single Crystal ◽  
Nickel Complexes ◽  
Pincer Ligands ◽  
X Ray Diffraction ◽  
Nmr Studies ◽  
X Ray ◽  
Solution Studies ◽  
Solid State Structures ◽  
Solution Behaviour

N-Heterocyclic carbene–nickel complexes with five- and four-coordinate geometries [(CNC)NiBr2] and [(CNC)NiBr]X (X = PF6 or BPh4) have been prepared with the pincer ligands 2,6-bis(N-octylbenzimidazolin-2-ylidene)pyridine and 2,6-bis(N-butyl-5,6-dimethoxybenzimidazolin-2-ylidene)pyridine. The addition of the n-octyl substituent significantly extends the solubility of the complexes and has allowed UV-vis solution studies of the complexes in dichloromethane and methanol. The four- and five-coordinate species exist in equilibrium in solution and this equilibrium has been explored by UV-vis studies. The complexes have also been characterized by NMR studies, and single crystal X-ray diffraction studies have been performed on [(CNC)NiBr2] (where CNC = 2,6-bis(N-octylbenzimidazolin-2-ylidene)pyridine) and [(CNC)NiBr]BPh4 (where CNC = 2,6-bis(N-butyl-5,6-dimethoxybenzimidazolin-2-ylidene)pyridine).

Single-crystal and powder X-ray diffraction and solid-state 13C NMR of p-nitrophenyl glycopyranosides, the derivatives of d-galactose, d-glucose, and d-mannose

2009 ◽  
Vol 344 (13) ◽  
pp. 1734-1744 ◽  
Author(s):  
Tomasz Gubica ◽  
Andrzej Temeriusz ◽  
Katarzyna Paradowska ◽  
Andrzej Ostrowski ◽  
Paulina Klimentowska ◽  
...  
Keyword(s):  
Solid State ◽  
Single Crystal ◽  
13C Nmr ◽  
X Ray Diffraction ◽  
X Ray ◽  
Derivatives Of ◽  
Solid State 13C Nmr

meso–meso Directly-linked trimeric and pentameric electron-deficient porphyrin–hexaphyrin hybrid arrays

2016 ◽  
Vol 20 (01n04) ◽  
pp. 245-253 ◽  
Author(s):  
Hirotaka Mori ◽  
Atsuhiro Osuka
Keyword(s):  
Crystal Structure ◽  
Solid State ◽  
Single Crystal ◽  
Diffraction Analysis ◽  
X Ray Diffraction ◽  
X Ray ◽  
Solid State Structures

meso–meso Directly-linked trimeric and pentameric porphyrin–hexaphyrin hybrid arrays 5 and 6 comprising of electron-deficient porphyrin units were prepared by cross-condensation of monomeric and dimeric electron-deficient meso-formyl porphyrins with a tripyrrane. The solid-state structures of 5 and 6 have been determined by single crystal X-ray diffraction analysis. The latter is the largest crystal structure of meso–meso linked multiporphyrinic array analogues reported to date.

Unprecedented transformation of [I−·I3−] to [I42−] polyiodides in the solid state: structures, phase transitions and characterization of dipyrazolium iodide triiodide

2015 ◽  
Vol 44 (42) ◽  
pp. 18447-18458 ◽  
Author(s):  
M. Węcławik ◽  
P. Szklarz ◽  
W. Medycki ◽  
R. Janicki ◽  
A. Piecha-Bisiorek ◽  
...  
Keyword(s):  
Differential Scanning Calorimetry ◽  
Phase Transitions ◽  
Solid State ◽  
Dielectric Measurements ◽  
X Ray Diffraction ◽  
Scanning Calorimetry ◽  
X Ray ◽  
Vis Spectroscopy ◽  
Solid State Structures

Dipyrazolium iodide triiodide, [C3N2H5+]2[I−·I3−], has been synthesized and studied by means of X-ray diffraction, differential scanning calorimetry, dielectric measurements, and UV-Vis spectroscopy.

scholarly journals Mono- and Dinuclear Aluminium Complexes Derived from Biguanide and Carbothiamide Ligands

Inorganics ◽  
2021 ◽  
Vol 9 (7) ◽  
pp. 52
Author(s):  
Maximilian Dehmel ◽  
Helmar Görls ◽  
Robert Kretschmer
Keyword(s):  
Coordination Chemistry ◽  
Solid State ◽  
Coordination Polymer ◽  
Diffraction Analysis ◽  
Crucial Role ◽  
Chelating Ligands ◽  
X Ray Diffraction ◽  
One Dimensional ◽  
X Ray ◽  
Solid State Structures

Dianionic N,N-chelating ligands play a crucial role in coordination chemistry, but reports on related complexes remain limited to certain types of ligands. In here, the reactions of two diprotic ligands, i.e., a biguanide and a carbothiamide, with trimethylaluminium, are reported, which give rise to mono- and dinuclear aluminium(III) complexes. In addition, single deprotonation of the diprotic biguanide using potassium bis(trimethylsilyl)amide gives rise to a one-dimensional coordination polymer. All complexes have been fully characterized, and their solid-state structures were determined by single crystal X-ray diffraction analysis.

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