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Lopez-Sanchez J, Alajarin M, Pastor A, et al. Mechanically Interlocked Profragrances for the Controlled Release of Scents. J Org Chem. 2021;86(21):15045-15054doi: 10.1021/acs.joc.1c01725.
Lopez-Sanchez, J., Alajarin, M., Pastor, A., & Berna, J. (2021). Mechanically Interlocked Profragrances for the Controlled Release of Scents. The Journal of organic chemistry, 86(21), 15045-15054. https://doi.org/10.1021/acs.joc.1c01725
Lopez-Sanchez, Jorge, et al. "Mechanically Interlocked Profragrances for the Controlled Release of Scents." The Journal of organic chemistry vol. 86,21 (2021): 15045-15054. doi: https://doi.org/10.1021/acs.joc.1c01725
Lopez-Sanchez J, Alajarin M, Pastor A, Berna J. Mechanically Interlocked Profragrances for the Controlled Release of Scents. J Org Chem. 2021 Nov 05;86(21):15045-15054. doi: 10.1021/acs.joc.1c01725. Epub 2021 Oct 01. PMID: 34597042.
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J Org Chem. 2021 Nov 05;86(21):15045-15054. doi: 10.1021/acs.joc.1c01725. Epub 2021 Oct 01.

Mechanically Interlocked Profragrances for the Controlled Release of Scents.

The Journal of organic chemistry

Jorge Lopez-Sanchez, Mateo Alajarin, Aurelia Pastor, Jose Berna

Affiliations

  1. Department of Organic Chemistry, Faculty of Chemistry, University of Murcia, Regional Campus of International Excellence "Campus Mare Nostrum", 30100 Murcia, Spain.

PMID: 34597042 DOI: 10.1021/acs.joc.1c01725

Abstract

The synthesis of a series of interlocked profragrances and the study of the controlled release of the corresponding scents are reported. The structures of the profragrances are based on a [2]pseudorotaxane scaffold with a fumaramate thread derived from perfumery alcohols and a tetrabenzylamido ring. The delivery of the scents was accomplished by sequential thermal dethreading and further enzymatic hydrolysis. Alternatively, the dethreading can be achieved by increasing the polarity of the solvent or photochemical isomerization. The temperature of dethreading can be modulated by the steric demand of the ends of the thread, which allows the selection of different precursor structures depending on the desired rates of delivery. The inputs and outputs for the controlled release of the interlocked profragrances correspond to those of YES or AND logic gates.

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