An oxanorbornene-fused nanocage consisting of hexaazatrinaphthylene and pyrene units

Abstract

A new oxanorbornene-fused nanocage consisting of hexazatrinaphthylene and pyrene units was synthesized by condensation of three C-shaped tetraamine building blocks and two units of cyclohexanehexone. The structure of this D3h-symmetric...

Oxanorbornene‐Fused Phenazine‐Pyrene Scaffolds with Different Configurations

“…The first way was used by us earlier in synthesizing 10a [6] and 10b. [23] Treatment of tetrabromopyrene 6 [24] with n-butyl lithium resulted in the corresponding benzyne in situ, which, as a dienophile, reacted with isobenzofuran 7a/b in the Diels-Alder cycloaddition to afford syn-10 a/b and anti-10 a/b as a pair of diastereoisomers after separation by column chromatography on silica gel. In the second way, treatment of 1,2-dibromo-4,5-dimethoxybenzene (9) with n-butyl lithium generated the corresponding benzyne in situ, which reacted with pyrenodifuran 8 [25] to afford a mixture of syn-and anti-10 c, which were roughly separated by dissolving syn-10 c in methanol and collecting solid of Single crystals of 1 a-c suitable for X-ray crystallography were obtained by slow diffusion of methanol into the solution of CHCl 3 .…”

“…Depending on the different substituents, syn-and anti-10a-c were prepared in two ways using the Diels-Alder reactions between furan and benzyne. The first way was used by us earlier in synthesizing 10a[6] and 10b [23]. Treatment of tetrabromopyrene 6[24] with n-butyl lithium resulted in the corresponding benzyne in situ, which, as a dienophile, reacted with isobenzofuran 7a/b in the Diels-Alder cycloaddition to afford syn-10 a/b and anti-10 a/b as a pair of diastereoisomers after separation by column chromatography on silica gel.…”