AI Article Synopsis
- The text discusses how fluorination affects the lipophilicity (fat solubility) of different substituents—specifically isopropyl, cyclopropyl, and 3-oxetanyl—at a single carbon atom.
- It compares the results with similar linear chain compounds and examines changes in lipophilicity when extending acyclic precursors to create cyclopropyl compounds.
- Findings show that fluorinating the isopropyl group significantly influences lipophilicity more than fluorinating the cyclopropyl group.
Article Abstract
A systematic comparison of lipophilicity modulations upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl substituents, at a single carbon atom, is provided using directly comparable, and easily accessible model compounds. In addition, comparison with relevant linear chain derivatives is provided, as well as lipophilicity changes occurring upon chain extension of acyclic precursors to give cyclopropyl containing compounds. For the compounds investigated, fluorination of the isopropyl substituent led to larger lipophilicity modulation compared to fluorination of the cyclopropyl substituent.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7476584 | PMC |
| http://dx.doi.org/10.3762/bjoc.16.182 | DOI Listing |
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