Abstract

The structure of 7-meth-oxy-penta-cyclo-[5.4.0.02,6.03,10.05,9]undecane-8,11-dione, C12H12O3, at 150 K has monoclinic (P21/c) symmetry. The penta-cyclo-undecane cage compound is composed of four five-membered rings, a planar four-membered ring and a six-membered ring in a boat conformation fused into a closed strained-cage framework. All of the five-membered rings adopt an envelope conformation.

Highlights

  • The structure of 7-methoxypentacyclo[5.4.0.02,6.03,10.05,9]undecane-8,11-dione, C12H12O3, at 150 K has monoclinic (P21/c) symmetry

  • The pentacycloundecane cage compound is composed of four five-membered rings, a planar fourmembered ring and a six-membered ring in a boat conformation fused into a closed strained-cage framework

  • Various rearrangement approaches in pentacycloundecane-containing cage frameworks provide an alternative route for the synthesis of biologically relevant frameworks such as D3-trishomocubane derivatives that are not available by conventional multi-step synthetic routes (Liu et al, 2001; Sklyarova et al, 2013)

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Summary

Structure description

Polycyclic cage hydrocarbons act as valuable synthons in pharmaceutical and medicinal chemistry (Bisetty et al, 2006; Geldenhuys, et al, 2005). They are useful candidates in energetic materials (Zhang et al, 2018). The methoxy substitution (presence of electron-donating group) has led to an elongation of the C2—C3 bond. A slight distortion is observed after substitution with a methoxy group (Fig. 1) compared to Cookson’s dione skeleton (Linden et al, 2005)

Synthesis and crystallization
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