In a twist: 1,1′-Linked oligocyclopropanols have been obtained by an iterated reaction of a cyclopropaneboronate with in situ generated lithium bromocyclopropylidenoid and subsequent oxidation. As predicted by DFT computations for sexicyclopropane (shown in blue) in the gas phase, the quinquecyclopropane unit in the 3,5-dinitrobenzoate of quinquecyclopropanol (yellow, dinitrobenzoyl group omitted for clarity) adopts a helical conformation in the crystal.
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Kurahashi et al. (2007) studied this question.
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