期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 27, 期 69, 页码 17346-17350出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202103052
关键词
molecular switches; photochromism; proton gating; push-pull systems; stiff-stilbene
资金
- European Research Council (ERC) [802830]
The donor-acceptor substituted stiff-stilbene molecule undergoes isomerization induced by visible light and the process is inhibited by protonation, which restricts the photochromic properties. Furthermore, the addition of a mild acid triggers fast thermal back-isomerization, providing a new avenue for the stiff-stilbene photoswitches.
Donor-acceptor substituted stiff-stilbene is shown to undergo isomerization induced by visible light avoiding the need for harmful UV light. This visible-light photoswitching is inhibited by protonation of the dimethylamino-donor unit, disrupting the push-pull character and thus, gating of the photochromic properties is allowed by acid/base addition. Remarkably, the addition of a mild acid also triggers fast thermal back-isomerization, which is unprecedented for stiff-stilbene photoswitches usually having a very high energy barrier for this process. These combined features offer unique orthogonal control over switching behavior by light and protonation, which is investigated in detail by H-1 NMR and UV/Vis spectroscopy. In addition, TD-DFT calculations are used to gain further insight into the absorption properties. Our results will help elevating the level of control over dynamic behavior in stiff-stilbene applications.
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