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Triptycene‐Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group
Abstract
A new class of chiral macrocyclic arene composed of three chiral 2,6‐dihydroxyltriptycene subunits bridged by methylene groups was designed and synthesized. Structural studies showed that the macrocyclic molecule adopts a hex‐nut‐like structure with a helical chiral cavity and highly fixed conformation. Efficient resolution was achieved through the introduction of chiral auxiliaries to give a couple of enantiopure macrocycles, which exhibited high enantioselectivity towards three pairs of chiral compounds containing a trimethylamino group.
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Cites
The Mitochondrial Carnitine Palmitoyltransferase System — From Concept to Molecular Analysis
McGarry, J. D., & Brown, N. F. (1997) · European Journal of Biochemistry · doi:10.1111/j.1432-1033.1997.00001.x · Cited by 1,616
Cited by
Wang, Y., Ping, G., & Li, C. (2016) · Chemical Communications · doi:10.1039/c6cc03999e · Cited by 293
Xiong, J.-B., Feng, H.-T., Sun, J.-P., Xie, W.-Z., Yang, D., Liu, M., & Zheng, Y.-S. (2016) · Journal of the American Chemical Society · doi:10.1021/jacs.6b07087 · Cited by 286
Metadata
- Authors
- Zhang, G., Li, P., Meng, Z., Wang, H., Han, Y., & Chen, C.
- Venue
- Angewandte Chemie International Edition
- Publisher
- Wiley
- Published
- 2016-03-24
- Volume
- 55
- Issue
- 17
- Pages
- 5304-5308
- ISSN
- 1433-7851 (ISSN-L)
- 1521-3773
- OpenAlex
- W2303660569
- Cited by
- 237
- References
- 1
- FWCI
- 12.18
- Type
- journal article
- Language
- en
- Open access
- closed
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- CoChat. (2026). Citation check: Triptycene‐Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group. https://app.cochat.ai/papers/10.1002/anie.201600911
- The paper
- Zhang, G., Li, P., Meng, Z., Wang, H., Han, Y., & Chen, C. (2016). Triptycene‐Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group. Angewandte Chemie International Edition. https://doi.org/10.1002/anie.201600911
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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
