期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 22, 期 13, 页码 4364-4368出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201505061
关键词
azobenzene; C-H activation; halogenation; ion channels; photopharmacology
资金
- Deutsche Forschungsgemeinschaft [TRR152]
- Friedrich-Ebert-Stiftung
Azobenzenes are versatile photoswitches that can be cycled between their trans- and cis-configuration with light. The wavelengths required for this isomerization are substantially shifted from the UV to the visible range through tetra-ortho-chlorination. These halogenated azobenzenes display unique photoswitching characteristics, but their syntheses remain limited and inefficient. A new general method for the synthesis of tetra-ortho-chloro azobenzenes has been developed, which relies on direct palladium(II)-catalyzed C-H activation of pre-existing standard azobenzenes. This late-stage functionalization has a broad substrate scope and can be used to create a variety of useful building blocks for the construction of more elaborate redshifted photopharmaceuticals. This method is used to prepare red-AzCA-4, a photoswitchable vanilloid that enables optical control of the cation channel TRPV1 with visible light.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据