A rotaxane mimic of the photoactive yellow protein chromophore environment: effects of hydrogen bonding and mechanical interlocking on a coumaric amide derivative

Literature Information

Publication Date 2007-02-15
DOI 10.1039/B618781A
Impact Factor 6.222
Authors

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


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Abstract

Hydrogen bonding in a [2]rotaxane is shown to stabilise the phenolate anion of a coumaric amide chromophore by almost 3 pKa units; however, the effect on the UV spectral shift in the anion is small and, significantly given the photochemistry of PYP, despite the hydrogen bonding olefin photoisomerisation in the anionic rotaxane remains heavily suppressed.

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