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1 article(s) from Jeffries, Benjamin

Lipophilicity trends upon fluorination of isopropyl, cyclopropyl and 3-oxetanyl groups

Benjamin Jeffries,
Zhong Wang,
Robert I. Troup,
Anaïs Goupille,
Jean-Yves Le Questel,
Charlene Fallan,
James S. Scott,
Elisabetta Chiarparin,
Jérôme Graton and
Bruno Linclau

Beilstein J. Org. Chem. 2020, 16, 2141–2150, doi:10.3762/bjoc.16.182

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Graphical Abstract

Figure 1: Examples of lipophilicity modulation for geminal dimethyl to cyclopropyl and oxetane modifications ...

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Figure 2: Lipophilicity modulation examples involving fluorinated cyclopropane derivatives (measured experime...

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Figure 3: Lipophilicity changes upon fluorination of isopropyl, cyclopropane and oxetane rings (Series A, C: ...

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Figure 4: Lipophilicity modulations discussed in this contribution.

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Figure 5: Distribution of the experimental lipophilicity values of series D, E and F (* denotes an estimated ...

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Figure 6: Comparison of lipophilicities between the linear alkyl, isopropyl, cyclopropyl, and 3-oxetanyl subs...

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Figure 7: Comparison of lipophilicities between isopropyl and cyclopropyl substituents grouped by exchange of...

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Figure 8: Carbon extensions.

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Figure 9: Experimental and theoretical (in blue) values (calculated at the MN15/aug-cc-pVTZ//MN15/cc-pVTZ lev...

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Figure 10: Correlation of the DFT-calculated lipophilicities with the experimental values. A) fluorinated seri...

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Figure 11: Experimental (in black) and theoretical (in blue) values (calculated at the MN15/aug-cc-pVTZ//MN15/...

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Published 02 Sep 2020

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