4.5 Article

A Multistate Molecular Switch Based on the 6,8-Rearrangement in Bromo-apigeninidin Operated with pH and Host- Guest Inputs

Journal

JOURNAL OF PHYSICAL CHEMISTRY B
Volume 120, Issue 29, Pages 7053-7061

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.jpcb.6b03694

Keywords

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Funding

  1. Associated Laboratory for Sustainable Chemistry, Clean Processes and Technologies, LAQV
  2. national funds from FCT/MEC [UID/QUI/50006/2013]
  3. ERDF under the PT2020 Partnership Agreement [POCI-01-0145-FEDER-007265]
  4. Fundacao para a Ciencia e a Tecnologia [RECI/BBB-BQB/0230/2012]
  5. FCT/MEC [SFRH/BPD/72652/2010, SFRH/BPD/84805/2012]

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The equilibrium between 6- and 8-bromo-apigeninidin is quantitatively displaced toward the formation of the former in the presence of cucurbit[7]uril because of the selective recognition of the 6-bromo isomer by the host. This phenomenon permits us to conceive a unidirectional multistate switch addressed with host guest inputs and enables the reversible activation and deactivation of the 6-/8-bromo-apigeninidin dynamic molecular multistate through coupled host-guest and pH inputs.

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