4.6 Article

Metalated Chromene and Chromone Complexes: pH Switchable Metal-Carbon Bonding Interaction, Photo-triggerable Chromone Delivery Application, and Antioxidative Activity

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 8, Pages 1779-+

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201705450

Keywords

alkynes; antioxidants; chromones; photochemistry; ruthenium

Funding

  1. Research Grants Council of Hong Kong SAR [CityU 11228316, T42-103/16-N]
  2. Science Technology and Innovation Committee of Shenzhen Municipality [JCYJ20160229165216275]
  3. Shenzhen Research Institute, City University of Hong Kong

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The two families of Ru-II- chromene and -chromone complexes isolated in this work represent the first examples of metalated chromene and chromone complexes synthesized through transition-metal-mediated cyclization of phenol-tethered ynone. These unprecedented metalated heterocyclic compounds exhibit remarkable features, such as pH-switchable metal-carbon bonding interactions, photo-triggerable release of organic chromone upon visible-light irradiation, and superior antioxidative property to their organic analogue (1,4-benzopyrone). These findings not only offer mechanistic insights into metal-induced activation of functionalized alkynes, but also add a new dimension to rational design of antioxidants and photo-responsive drug delivery systems.

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