There are chiral compounds that do not rotate plane-polarized light
Certain chiral molecules, known as cryptochiral compounds, exhibit such extremely weak or near-zero optical rotation that standard chiroptical methods fail, requiring specialized amplification techniques to detect their optical activity.
The claim states that there are chiral compounds that do not rotate plane-polarized light (or possess negligible/undetectable optical rotation). Papers [5], [8], and [10] discuss cryptochiral compounds, which are molecules possessing chirality (stereogenic units) whose optical rotation is so weak as to be practically zero without specialized amplification techniques like asymmetric autocatalysis or host-guest macrocycle complexation. Therefore, the claim is supported by evidence on cryptochirality.
Kawasaki T, Hohberger C, Araki Y, Hatase K, Beckerle K, Okuda J, Soai K. Discrimination of cryptochirality in chiral isotactic polystyrene by asymmetric autocatalysis.. 2009. https://doi.org/10.1039/b912813a
Discusses cryptochiral polystyrenes, which possess chirality but exhibit extremely weak optical rotation.
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Wang X, Ji J, Liu Z, Cai Y, Tang J, Shi Y, Yang C, Yuan L. Chiroptical Sensing of Amino Acid Derivatives by Host-Guest Complexation with Cyclo[6]aramide.. 2021. https://doi.org/10.3390/molecules26134064
Notes that certain chiral amino acid derivatives are cryptochiral molecules with negligible optical rotation requiring specialized amplification.
Ai Y, Zhang Y, Jiang Y, Zhuang G, Li Y. A stereodynamic probe of Pt(II) molecular hinge for chiroptical sensing of cryptochiral compounds.. 2025. https://doi.org/10.1038/s41467-025-57114-z
Focuses on cryptochiral compounds, which have chiral structures but present severe challenges for standard optical rotation detection.
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