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1 Polish Journal of Chemistry

1 2007

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Centrohexaindanes Bearing Methyl Groups in Their Molecular Propellane Cavities

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Kuck D. , Hackfort T. , Neumann B. , Stammler H.

Polish Journal of Chemistry

2007

tom Vol. 81, nr 5-6

875-892

The syntheses of two new centrohexaindane derivatives bearing methyl groups in their molecular propellane-type cavities are described. These new topologically non-planar hydrocarbons, 1,8-dimethylcentrohexaindane 6 and 1,4,8,28-tetramethylcentrohexaindane 7 were obtained from suitable 1,3-indanediones following the shortest aufbau strategy, the propellane route, representing a six-step access to these unusually highly condensed polycyclic hydrocarbons. X-ray single crystal structure analysis of 6 revealed that the presence of the two methyl groups in the cavities of the centrohexaindane framework does not give rise to significant distortion of the Td-symmetrical molecular skeleton; however, their efficient hiding within two of the four equivalent cavities allows for strong intermolecular disorder in the crystal.