Citation: Cong Gao, Zijian Zhu, Siwei Li, Zheng Xi, Qingqing Sun, Jie Han, Rong Guo. Chiral supramolecular catalysts of helical nanoribbon: More twist, higher enantioselectivity[J]. Chinese Chemical Letters, ;2025, 36(3): 109968. doi: 10.1016/j.cclet.2024.109968 shu

Chiral supramolecular catalysts of helical nanoribbon: More twist, higher enantioselectivity

School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, China

Received Date: 14 March 2024
Revised Date: 16 April 2024
Accepted Date: 5 May 2024
Available Online: 7 May 2024

Figures(4)

Rational tuning of chiral nanostructures of supramolecular assemblies as catalysts and investigating their chiral morphology-enantioselectivity dependence is rarely reported. Herein, we report a series of supramolecular M/P-helical nanoribbons (HNs) assembled from the chiral L/D-glutamate-based amphiphiles (L/D-GluC₁₆) and Cu(Ⅱ) ions, with their helical screw pitches adjusted from 217 nm to 104 nm through the facile regulation of their water/organic solvent assembly environment. They were then used as ideal models to reveal the chiral morphology-enantioselectivity relationship by catalyzing the asymmetric Diels-Alder reaction. Better enantioselectivity was achieved with more twist morphology. Experimental evidences of stronger chiral transfer effect from the supramolecular HNs with more twist to the aza-chalcone as reactant were obtained to understand such dependence. Our study demonstrates a new perspective for designing supramolecular catalysts with higher enantioselectivity.
- Chiral supramolecular catalyst,
- Helical nanoribbon,
- Screw pitch,
- Enantioselectivity,
- Diels-Alder reaction
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