Fragrances of Cage Bicyclic Benzene Bioisosteres
Cubane, bicyclo[1.1.1]pentane (BCP) and bicyclo[2.2.2]octane derivatives of benzene-containing fragrances (e. g., benzyl esters) were prepared to evaluate whether odor characteristics would be retained to give same or similar scents. It was observed that each molecule maintained a distinctive aroma, sometimes quite similar to the benzene ring containing fragrance, and in other cases very different, with several perceived to produce high intensity odors. These results suggest that saturated cage bicyclic hydrocarbon bioisosteres have potential as new tools for the discovery of novel fragrances.
Authors
- Heather E. Smyth (ORCID: https://orcid.org/0000-0002-9639-482X)
- Sharon Chow (ORCID: https://orcid.org/0000-0001-8193-3504)
- Craig M. Williams (ORCID: https://orcid.org/0000-0002-3834-7398)
- G. Paul Savage (ORCID: https://orcid.org/0000-0001-7805-8630)
- Sevan D. Houston (ORCID: https://orcid.org/0000-0002-9309-7037)
- Thi Le Thoa Nguyen (ORCID: https://orcid.org/0000-0002-1923-9500)
- Grace R. M. O'Donohue
Institutions
- The University of Queensland (AU)
- Agriculture and Food (AU)
- CSIRO Manufacturing (AU)
Publication Details
- Journal
- Chemistry - A European Journal
- Published
- 2025-03-27
- DOI
- https://doi.org/10.1002/chem.202404716
- Citations
- 1
- Primary Topic
- Olfactory and Sensory Function Studies
- Type
- article
- Field-Weighted Citation Impact
- 1.46
Funders
- University of Queensland