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Metalated Chromene and Chromone Complexes: pH Switchable Metal–Carbon Bonding Interaction, Photo‐triggerable Chromone Delivery Application, and Antioxidative Activity
Author(s) -
Ng SzeWing,
Chung LaiHon,
Yeung ChiFung,
Lo HoiShing,
Shek HauLam,
Kang TianShu,
Leung ChungHang,
Ma DikLung,
Wong ChunYuen
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201705450
Subject(s) - chromone , chemistry , drug delivery , stereochemistry , combinatorial chemistry , photochemistry , organic chemistry
Abstract 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.