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H-Bonding Additives Act Like Lewis Acid Catalysts
Open accessAbstract
[reaction: see text] A combination of NMR, IR, and ab initio techniques reveals the striking structural similarities of an exemplary H-bonded complex of an N-acyloxazolidinone with an N,N'-disubstituted electron-poor thiourea and the corresponding Lewis acid complex. Although the H-bond association constant is lower than for the Lewis acid adduct, Diels-Alder reactions are accelerated and stereochemically altered in a fashion similar to weak Lewis acids.
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Augmenting large language models with chemistry tools
M. Bran, A., Cox, S., Schilter, O., Baldassari, C., White, A. D., & Schwaller, P. (2024) · Nature Machine Intelligence · doi:10.1038/s42256-024-00832-8 · Cited by 794
Metadata
- Authors
- Schreiner, P. R., & Wittkopp, A.
- Venue
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Published
- 2002-01-01
- Volume
- 4
- Issue
- 2
- Pages
- 217-220
- ISSN
- 1523-7052 (ISSN-L)
- 1523-7060
- OpenAlex
- W1972905466
- Cited by
- 475
- References
- 0
- FWCI
- 10.27
- Type
- journal article
- Language
- en
- Open access
- green
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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.
