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A new iterative bridge formation strategy has been employed in the synthesis of a series of [n](2,11)teropyrenophanes (n = 7–9). The generation of the nonplanar teropyrene system, which is calculated to be bent through 178.7° for the smallest homologue (n = 7), is accomplished using a VID reaction of a cyclophanemonoene precursor for the first time.

Graphical abstract: 1,1,n,n-Tetramethyl[n](2,11)teropyrenophanes (n = 7–9): a series of armchair SWCNT segments

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