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Abstract

Scientists in the fragrance industry are constantly searching for new odors to create as well as new, more efficient processes to create them. Scientists mainly look for new ways to synthesize fragrances that will reduce the impact on the environment, produce them at lower costs, produce higher yields, and sometimes to produce a more potent odor [4]. In this research, we investigated the use of metallic macrocycles and/or metal-dioxygen chemistry to prepare new fragrances.

Cyclen (1,4,7,10-tetraazacyclododecane) has significant uses in many pharmaceutical and medicinal research developments such as advances in targeted cancer and Alzheimer’s agents. Macrocyclic amines like cyclen are valuable because of their highly selective metal ion chelation. Cyclen was used as a ligand in this research to coordinate a central chromium ion. A similar reagent was employed in the synthesis of a similar intermediate found in the Chemistry and Biodiversity book for the synthesis of (-)-b-Santalol. The (-)-b-Santalol compound was reported to be the “most interesting” component of East Indian Sandalwood Essential Oil . The characteristics of reactivity and odor of the odorant synthesized with the metal-cyclen species were compared to literature with the use of GC and H-NMR data results. We aim to investigate whether the metal-bound cyclen scaffold can be used to influence the stereochemical outcome of a Diels- Alder reaction relevant to the synthesizing of a sandalwood fragrance.

Publication Date

2016

Subject Major(s)

Chemistry

Keywords

odorants, metal-dioxygen chemistry, cyclen

Disciplines

Inorganic Chemicals | Organic Chemicals

Current Academic Year

Senior

Faculty Advisor/Mentor

Heather R. Lucas

Faculty Advisor/Mentor

Denver Heitger

Rights

© The Author(s)

Can A Metallated Cyclen Species be used to Prepare New Odorants?

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