Fragrances of Cage Bicyclic Benzene Bioisosteres
Grace R M O'Donohue1, Sharon Chow1, Sevan D Houston1
1School of Chemistry and Molecular Biosciences, The University of Queensland, Brisbane, Queensland, 4072, Australia.
Abstract:
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.
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