4.7 Article

5-Aryloxy substitution enables efficient mechanically triggered release from a synthetically accessible masked 2-furylcarbinol mechanophore

期刊

CHEMICAL COMMUNICATIONS
卷 57, 期 85, 页码 11173-11176

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc04886d

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  1. Arnold and Mabel Beckman Foundation through a Beckman Young Investigator Award
  2. American Chemical Society Petroleum Research Fund [61638-DNI7]

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In this study, a new mechanophore platform based on a masked 2-furylcarbinol derivative was reported, which efficiently releases phenol and arylamine payloads following mechanical activation. This platform incorporates a 5-aryloxy group as an electron-rich substituent to accelerate molecular release.
Polymers that release small molecules in response to mechanical force are attractive materials for a wide variety of applications. Here, we report a new mechanophore platform based on a masked 2-furylcarbinol derivative that incorporates a 5-aryloxy group, which serves as both an electron-rich substituent to accelerate molecular release and the position of polymer attachment proximal to the furan-maleimide junction. The mechanophore is readily synthesized and efficiently releases both phenol and arylamine payloads following mechanical activation.

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