Coumaric amide rotaxanes: Effects of hydrogen bonding and mechanical interlocking on the photochemistry and photophysics

Albert M. Brouwer, Sandro M. Fazio, Natalia Haraszkiewicz, David A. Leigh, Claire M. Lennon (neé Keaveney)

Research output: Contribution to journalArticlepeer-review

10 Citations (Scopus)

Abstract

Secondary amide derivatives of coumaric and ferulic acid are shown to undergo photoisomerization, forming a photostationary mixture of E- and Z-isomers. When the same chromophores are incorporated in rotaxanes, the extent of conversion to the Z-isomers is much smaller. Low temperature fluorescence experiments show that the energy barrier for non-radiative decay of the excited state is higher in the rotaxanes than in the corresponding threads, but the barriers are low in all cases.

Original languageEnglish
Pages (from-to)480-486
Number of pages7
JournalPhotochemical and Photobiological Sciences
Volume6
Issue number4
DOIs
Publication statusPublished - 02 Apr 2007
Externally publishedYes

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