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Atropisomerism, Biphenyls, and Fluorine: A Comparison of Rotational Barriers and Twist Angles
Abstract
Doing the twist: Atropisomerism of axially chiral biaryls is of increasing importance because the biaryl unit can be found in numerous biologically active natural products. Furthermore, biaryls are the most efficient reagents and ligands in asymmetric synthesis and the biphenyl unit belongs to the six or seven “privileged structures” in pharmaceutical research. Attention has to be paid to the factors which influence the electronic and geometric properties of the biaryl unit. Fluorine seems to be the ideal molecular tool for fine-tuning these properties.
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Citations
Cited by
The Many Roles for Fluorine in Medicinal Chemistry
Hagmann, W. K. (2008) · Journal of Medicinal Chemistry · doi:10.1021/jm800219f · Cited by 3,578
Fluorine in Medicinal Chemistry and Chemical Biology
(2009) · Wiley eBooks · doi:10.1002/9781444312096 · Cited by 1,731
The unique role of halogen substituents in the design of modern agrochemicals
Jeschke, P. (2010) · Pest Management Science · doi:10.1002/ps.1829 · Cited by 593
Metadata
- Authors
- Leroux, F.
- Venue
- ChemBioChem
- Publisher
- Wiley
- Published
- 2004-04-28
- Volume
- 5
- Issue
- 5
- Pages
- 644-649
- ISSN
- 1439-4227 (ISSN-L)
- 1439-7633
- OpenAlex
- W2164750660
- Cited by
- 166
- References
- 0
- FWCI
- 4.66
- Type
- journal article
- Language
- en
- Open access
- closed
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- Leroux, F. (2004). Atropisomerism, Biphenyls, and Fluorine: A Comparison of Rotational Barriers and Twist Angles. ChemBioChem. https://doi.org/10.1002/cbic.200300906
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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
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.
