showing 32 related works from this author
Halogen-Bonded [N–I–N]− Complexes with Symmetric or Asymmetric Three-Center–Four-Electron Bonds
2023
A series of LH[Z–I–Z] halogen(I) complexes, where Z = saccharinato or phthalimido anions and LH = pyridinium, pyrazinium, tetrabutyl (TBA)- or tetramethylammonium (TMA) cations, were prepared, structurally characterized, and discussed as complexes consisting of a [N–I–N]− anion with a three-center–four-electron (3c-4e) halogen bond, and a hydrogen-bonding (pyridinium or pyrazinium) or inert (TBA or TMA) cation. The symmetric [N–I–N]− anion, reminiscent of the triiodide [I–I–I]− anion, is found to be structurally equivalent to its cationic analogue [N–I–N]+ with N–I bond lengths of 2.26 Å. In contrast to the homoleptic [N–I–N]+ complexes, asymmetry of the N–I bond lengths (2.21 and 2.28 Å) w…
N-(2,3,5,6-Tetrafluoropyridyl)sulfoximines: synthesis, X-ray crystallography, and halogen bonding
2020
In the presence of KOH, NH-sulfoximines react with pentafluoropyridine to give N-(tetrafluoropyridyl)sulfoximines (NTFP-sulfoximines) in moderate to excellent yields. Either a solution-based or a superior solvent-free mechanochemical protocol can be followed. X-Ray diffraction analyses of 26 products provided insight into the bond parameters and conformational rigidity of the molecular scaffold. In solid-state structures, sulfoximines with halo substituents on the S-bound arene are intermolecularly linked by C–X⋯OS (X = Cl, Br) halogen bonds. Hirshfeld surface analysis is used to assess the type of non-covalent contacts present in molecules. For mixtures of three different S-pyridyl-substit…
Mechanochemical Syntheses of N-Containing Heterocycles with TosMIC
2021
A mechanochemical van Leusen pyrrole synthesis with a base leads to 3,4-disubstitued pyrroles in moderate to excellent yields. The developed protocol is compatible with a range of electron-withdrawing groups and can also be applied to the synthesis of oxazoles. Attempts to mechanochemically convert the resulting pyrroles into porphyrins proved to be difficult.
Revisiting the bromination of 3β-hydroxycholest-5-ene with CBr4/PPh3 and the subsequent azidolysis of the resulting bromide, disparity in stereochemi…
2023
Cholesterol reacts under Appel conditions (CBr4/PPh3) to give 3,5-cholestadiene (elimination) and 3β-bromocholest-5-ene (substitution with retention of configuration). Thus, the bromination of cholesterol deviates from the stereochemistry of the standard Appel mechanism due to participation of the Δ5 π-electrons. In contrast, the subsequent azidolysis (NaN3/DMF) of 3β-bromocholest-5-ene proceeds predominantly by Walden inversion (SN2) affording 3α-azidocholest-5-ene. The structures of all relevant products were revealed by X-ray single crystal structure analyses, and the NMR data are in agreement to the reported ones. In light of these findings, we herein correct the previous stereochemical…
N-(2,3,5,6-Tetrafluoropyridyl)sulfoximines : synthesis, X-ray crystallography, and halogen bonding
2020
In the presence of KOH, NH-sulfoximines react with pentafluoropyridine to give N-(tetrafluoropyridyl)sulfoximines (NTFP-sulfoximines) in moderate to excellent yields. Either a solution-based or a superior solvent-free mechanochemical protocol can be followed. X-Ray diffraction analyses of 26 products provided insight into the bond parameters and conformational rigidity of the molecular scaffold. In solid-state structures, sulfoximines with halo substituents on the S-bound arene are intermolecularly linked by C–X⋯O[double bond, length as m-dash]S (X = Cl, Br) halogen bonds. Hirshfeld surface analysis is used to assess the type of non-covalent contacts present in molecules. For mixtures of th…
CCDC 2027290: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027281: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027279: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027299: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027288: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027300: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027289: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027291: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027295: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027286: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2092466: Experimental Crystal Structure Determination
2021
Related Article: Christian Schumacher, Claude Molitor, Sabrina Smid, Khai-Nghi Truong, Kari Rissanen, Carsten Bolm|2021|J.Org.Chem.|86|14213|doi:10.1021/acs.joc.1c01529
CCDC 2027297: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027322: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027278: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027296: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027285: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027298: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027277: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027287: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027282: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027280: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027294: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027276: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027284: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027292: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027293: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H
CCDC 2027283: Experimental Crystal Structure Determination
2020
Related Article: Christian Schumacher, Hannah Fergen, Rakesh Puttreddy, Khai-Nghi Truong, Torsten Rinesch, Kari Rissanen, Carsten Bolm|2020|Org.Chem.Front.|7|3896|doi:10.1039/D0QO01139H