4.8 Article

Redox-Induced Molecular Actuators: The Case of Oxy-Alternate Bridged Cyclotetraveratrylene

Journal

ORGANIC LETTERS
Volume 21, Issue 19, Pages 7987-7991

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02971

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Funding

  1. NSF [CHE-1508677, CHE-1255641, ACT-1053575]

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We report a practical two-step approach for the synthesis of hybrid-bridge macrocyclic molecules that has been used to synthesize two novel oxy-alternate-bridged macrocyclic molecules, oxy-alternate cyclotetraveratrylene (O-altCTTV) and oxy-alternate cyclohexaveratrylene (O-altCHV). Electrochemistry, absorption spectroscopy, X-ray crystallography, and DFT calculations demonstrate that O-altCTTV acts as a redox-induced molecular actuator, as its switches from the open conformation in the neutral state to the closed conformation in the cation-radical state.

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