300 research outputs found
Dataset for an article: A Chiral Macrocycle for the Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes and Catenanes
No full textThis dataset supports the publication: A Chiral Macrocycle for the Stereoselective Synthesis of Mechanically Planar Chiral Rotaxanes and Catenanes
AUTHORS: Shu Zhang, Arnau Rodríguez-Rubio, Abed Saady, Graham J. Tizzard, Stephen M. Goldup
JOURNAL: Chem
This dataset contains:
Characterisation data (NMR, MS, x-ray) for all the compounds reported in the manuscript
Licence: CC-BY</span
6-Bromo-N-(2-methyl-2H-benzo[d][1,2,3]triazol-5-yl)quinolin-4-amine
No full textWe describe a straightforward synthesis of the title compound, incorporating a relatively rare 2-methyl-2H-1,2,3-triazole heterocylic motif as a potential kinase inhibitor motif. The small molecule crystal structure has been resolved, revealing an interesting packing arrangement and overall conformation. We also performed routine characterization with 1H/13C-NMR and liquid chromatography (LC) and high-resolution mass spectra (HRMS)
6-bromo-n-(3-(difluoromethyl)phenyl)quinolin-4-amine
No full textA routine synthesis was performed to furnish the title compound which incorporates a versatile difluoromethyl group on the aniline substitution of a 4-anilinoquinoline kinase inhibitor motif. In addition, the small molecule crystal structure (of the HCL salt) was solved, which uncovered that the difluoromethyl group was disordered within the packing arrangement and also a 126.08(7)_out of plane character between the respective ring systems within the molecule. The compound was fully characterized with 1H/13C-NMR and high-resolution mass spectra (HRMS), with the procedures described.</p
The same but different: isostructural polymorphs and the case of 3-chloromandelic acid
No full textThe expression "isostructural polymorphs" would appear to be an impossible combination of two mutually incompatible words. "Isostructural" implies a high degree of structural similarity; however, conversely, "polymorph" implies structural distinguishability. The structures of two newly determined polymorphs of 3-chloromandelic acid nevertheless justify the use of this expression, for they differ only in crystal symmetry and hardly at all in molecular position or conformation within the crystalline lattice. We demonstrate that parameters derived by the XPac program can be useful in establishing the limits of isostructurality
Further crystal structures for the substituted aspirin family of molecules: the first aspirin carboxylate catemer and a detailed assessment of the subtle influences of weak intermolecular interactions
No full textStructural data on further examples of substituted acetylsalicylic acid (aspirin) derivatives have revealed additional recurring sub-structure relationships, and have enabled a detailed comparative assessment of the significant involvement of weak intermolecular interactions and shape-related packing features in the crystal structure assembly. Amongst the new structures reported, that of the 6-fluoroacetylysalicylic acid provides the first example of a carboxylate catemer structure in this series of compounds. The catemers are linked together by a number of C-H center dot center dot center dot O interactions and a C-H center dot center dot center dot F interaction. The former set includes the centrosymmetric acetyl dimer, first recognized in the structure of aspirin polymorph I
The synthesis of tetrafluorinated aminosugars
No full textThe synthesis of two tetrafluorinated 4-aminosugars, 4-amino-2,3,4-trideoxy-2,2,3,3-tetrafluoro-d-erythro-hexopyranose hydrochloride (7•HCl) and 4-amino-2,3,4-trideoxy-2,2,3,3-tetrafluoro-d-threo-hexopyranose hydrochloride (8•HCl), is described. The amino group in ?-position of a CF2(CF2) group is proposed as a mimic for the hydrogen bond accepting capacity of an alcohol group in an unfluorinated sugar. The synthesis of the two sugars was achieved in 4 steps each from the sulfinylimine diastereoisomers of d-glyceraldehyde
Intriguing relationships and associations in the crystal structures of a family of substituted aspirin molecules
No full textA number of ring-substituted aspirin molecules have been synthesised and their crystal structures determined. All contain the strongly H-bonded carboxylate dimer found in the two forms of aspirin itself. Detailed analysis of the further packing of this dimer reveals that the 5-chloro, 5-bromo and 5-iodo derivatives form an isostructural group, as do the 5-fluoro, 5-methyl and 5-nitro derivatives. The 3-methyl and 4-methyl structures have close 3D similarity and may be classified as pseudoisostructural. The structures of the first two groups have a common 1D stack of dimers which contributes to two different 2D layers. One of the 2D layers is found in the fluoro, nitro and 5-methyl isostructures and also in the 3-methyl and 4-methyl derivatives. The second layer motif is found in the chloro, bromo and iodo groups and is also present in the fluoro, nitro and 5-methyl structures. The 6-methyl structure shares a 1D motif with the chloro, bromo and iodo groups. The packing variations are linked to different types of intermolecular interactions. In the 5-Cl, Br, and I groups, we find short Hal center dot center dot center dot O contacts to the carboxylate carbonyl; in the 5-F, 5-NO(2) and 5-Me derivatives we find the acyl center dot center dot center dot acyl dimer interaction, present also in aspirin form I. In addition, the 5-F structure contains F center dot center dot center dot O short contacts to a carboxylate hydroxyl oxygen and in the 5-NO(2) we find N-O center dot center dot center dot H-C contacts to an acy
Sequential migrations between boron and rhodium centers: A cooperative process between rhodium and a monosubstituted borohydride unit
No full textThe sodium salt of a monosubstituted borohydride anion containing a 2-mercaptopyridyl unit (mp) is reported herein. This compound was coordinated to a rhodium(I) center providing the complex [Rh{κ3-H,H,S–H3B(mp)}(NBD)] (1) (where NBD = 2,5-norbornadiene) in which the boron-based ligand is coordinated to the rhodium center via the thione donor and two of the B–H bonds of the BH3 unit. Reaction of complex 1 with carbon monoxide results in the activation of the complex leading to the product of a formal intramolecular hydroboration reaction, where the NBD unit has, in effect, inserted into one of the B–H bonds. Three complexes were prepared in which the newly formed norbornenyl unit (nbe) is located at the boron center, namely, [Rh{κ3-H,H,S–H2B(nbe)(mp)}(CO)2] (2), [Rh{κ3-H,H,S–H2B(nbe)(mp)}(CO)(PCy3)] (3), and [Rh{κ3-H,H,S–H2B(nbe)(mp)}(CO)(PPh3)] (4). The identities of the three complexes were confirmed by spectroscopic and analytical techniques. Further confirmation was obtained via structural characterization of 3. Studies confirmed that the reactivity occurs at the metal center. A metal–ligand cooperative mechanism, involving initial migration of hydride from boron to metal center, was postulated for the formation of the new complexes based on previous investigations. The newly formed norbornenyl unit then migrates from metal center to boron
Synthesis and Structural Characterization of Copper Complexes Containing “R-Substituted” Bis-7-Azaindolyl Borate Ligands
No full textThe coordination chemistry of scorpionate ligands based on borates containing the 7-azaindole heterocycle is relatively unexplored. Thus, there is a requirement to further understand their coordination chemistry. This article outlines the synthesis and characterization of a family of complexes containing anionic flexible scorpionate ligands of the type [(R)(bis-7-azaindolyl)borohydride]− ([RBai]−), where R = Me, Ph or naphthyl. The three ligands were coordinated to a series of copper(I) complexes containing a phosphine co-ligand to form the complexes, [Cu(MeBai)(PPh3)] (1), [Cu(PhBai)(PPh3)] (2), [Cu(NaphthBai)(PPh3)] (3), [Cu(MeBai)(PCy3)] (4), [Cu(PhBai)(PCy3)] (5) and [Cu(NaphthBai)(PCy3)] (6). Additional copper(II) complexes, namely, [Cu(MeBai)2] (7) and [Cu(PhBai)2] (8), were obtained during attempts to obtain single crystals from complexes 4 and 2, respectively. Complexes 7 and 8 were also prepared independently from CuCl2 and two equivalents of the corresponding Li[RBai] salt alongside an additional complex, namely, [Cu(NaphthBai)2] (9). The copper(I) and copper(II) complexes were characterized using spectroscopic and analytical methods. Furthermore, a crystal structure was obtained for eight of the nine complexes. In all cases, the boron-based ligand was found to bind to the metal centers via a κ3-N,N,H coordination mode
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