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Abstract Helices are unique structures that play important roles in biomacromolecules and chiral catalysis. The mechanochemical unfolding of helical structures has attracted the attention of chemists in the past few years. However, it is limited to a few cases which investigated how the mechanochemical reactivity is impacted by helical configurations. No synthetic helical mechanophore is reported. Herein, a Zn (II) bidipyrrin (BDPR‐Zn) double helix is designed as a potential mechanophore. A cyclic olefin containing a doubly strapped BDPR‐Zn is prepared and used for ring‐opening metathesis polymerization. The corresponding polymer is subjected to pulsed ultrasonication for mechanochemical testing. The sonication results reveal the mechanochemical inertness of BDPR‐Zn unit, which is further supported by force‐coupled simulation. Although no obvious activation is observed, our preliminary results on BDPR‐Zn unit could inspire further rational designs on force‐induced helix unfolding.