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Constitutional Isomers of Pentahydroxy-Functionalized Pillar[5]arenes: Synthesis, Characterization, and Crystal Structures
We herein report the preparation
of constitutional isomers of pentahydroxy-functionalized
pillar[5]arenes via the deprotection of their benzylated derivatives
by catalytic hydrogenation. The structures of the obtained isomers
were then established using single crystal X-ray diffraction. We also
found that the yield distribution of the different constitutional
isomers was dependent on the nature of the substitution, as revealed
by HPLC analysis of the crude mixture. Finally, further characterization
of the separated constitutional isomers indicated that they possess
different melting points, NMR spectra, crystal structures, and stacking
patterns in the solid state