Open Access. Powered by Scholars. Published by Universities.®
Physical Sciences and Mathematics Commons™
Open Access. Powered by Scholars. Published by Universities.®
Articles 1 - 3 of 3
Full-Text Articles in Physical Sciences and Mathematics
An Aza-Cyclophane Stacked In Racemic Columnar Assemblies: Whole-Molecule Disorder In A Two-Dimensional Solid Solution, M Zeller
Chemistry: Faculty Publications and Other Works
The oxime derivative of [1.1.1]cyclophane cyclotriveratrylene (CTV) was ring expanded utilizing a Beckmann rearrangement to provide a ten-membered N-acetyl macrocyclic amide that crystallizes as a chloroform monosolvate in columnar assemblies manifesting an unusual disorder within the crystal. Columns made up of this structure consist of infinite columnar assemblies of alternating D and L enantiomers and therefore necessarily are made up of a racemate, yet the chiralities of individual molecules in adjacent columns are independent of one another, leading to the overall formation of a two-dimensional solid solution. The random arrangement of the columns within the structure leads to the …
Beckmann Rearrangement Of Cyclotriveratrylene (Ctv) Oxime: Tandem Beckmann-Electrophilic Aromatic Addition, Marlon R. Lutz Jr., Matthias Zeller, Daniel P. Becker
Beckmann Rearrangement Of Cyclotriveratrylene (Ctv) Oxime: Tandem Beckmann-Electrophilic Aromatic Addition, Marlon R. Lutz Jr., Matthias Zeller, Daniel P. Becker
Chemistry: Faculty Publications and Other Works
The Beckmann rearrangement has been performed on the oxime of cyclotriveratrylene (CTV) with thionyl chloride affording the ring-expanded 10-membered ring amide exclusively in high yield. Modified conditions afford a helical pentacycle derived from an unusual tandem Beckmann rearrangement and electrophilic aromatic addition followed by demethylation and tautomerization.
2,3,8,12,13-PentaMethOxy-5h-Dibenzo[C,N]Acridin-7(6h)-One Toluene Solvate, Marlon R. Lutz Jr, Matthias Zeller, Daniel P. Becker Ph.D.
2,3,8,12,13-PentaMethOxy-5h-Dibenzo[C,N]Acridin-7(6h)-One Toluene Solvate, Marlon R. Lutz Jr, Matthias Zeller, Daniel P. Becker Ph.D.
Chemistry: Faculty Publications and Other Works
The title compound, C26H25NO6·C7H8, formed by an unexpected tandem reaction of Beckmann rearrangement, electrophilic aromatic addition and subsequent demethylation, was crystallized as its toluene solvate. The crystal under investigation was found to be nonmerohedrally twinned by a rotation around the reciprocal axis [100]; the twin ratio refined to 0.688 (2):0.312 (2). The molecule exhibits an unusual helical arrangement of three six-membered rings that are all connected at one central C atom. The helix effectively performs one full turn around this atom, and the thread pitch, as defined by the distance of the terminal C atoms of the helix, is 4.98 …