A rotaxane mimic of the photoactive yellow protein chromophore environment: effects of hydrogen bonding and mechanical interlocking on a coumaric amide derivative
Bern?, Jos?; Brouwer, Albert M.; Fazio, Sandro M.; Haraszkiewicz, Natalia; Leigh, David A.; Lennon (ne? Keaveney), Claire M.; Berná José; School of Chemistry, University of Edinburgh, The King's Buildings; Brouwer Albert M.; Van 't Hoff Institute for Molecular Sciences, University of Amsterdam; Fazio Sandro M.; Van 't Hoff Institute for Molecular Sciences, University of Amsterdam; Haraszkiewicz Natalia; Van 't Hoff Institute for Molecular Sciences, University of Amsterdam; Leigh David A.; School of Chemistry, University of Edinburgh, The King's Buildings; Lennon (neé Keaveney) Claire M.; School of Chemistry, University of Edinburgh, The King's Buildings
Журнал:
Chemical Communications
Дата:
2007
Аннотация:
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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