Orthoester exchange: a tripodal tool for dynamic covalent and systems chemistry† †Electronic supplementary information (ESI) available: Experimental procedures and spectroscopic data. See DOI: 10.1039/c4sc03528c

نویسندگان

  • René-Chris Brachvogel
  • Max von Delius
چکیده

Reversible covalent reactions have become an important tool in supramolecular chemistry and materials science. Here we introduce the acid-catalyzed exchange of O,O,O-orthoesters to the toolbox of dynamic covalent chemistry. We demonstrate that orthoesters readily exchange with a wide range of alcohols under mild conditions and we disclose the first report of an orthoester metathesis reaction. We also show that dynamic orthoester systems give rise to pronounced metal template effects, which can best be understood by agonistic relationships in a three-dimensional network analysis. Due to the tripodal architecture of orthoesters, the exchange process described herein could find unique applications in dynamic polymers, porous materials and host–guest architectures.

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منابع مشابه

Rhodium-catalyzed C–H functionalization-based approach to eight-membered lactams† †Electronic supplementary information (ESI) available: Data for new compounds and experimental procedures and theoretical studies on mechanisms. CCDC 979559 and 990983. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc00092k Click here for additional data file. Click here for additional data file.

Laboratory of Molecular Recognition an Zhejiang University, Hangzhou 310027, Zh ac.cn State Key Laboratory of Organometallic C Chemistry, Chinese Academy of Sciences, [email protected] Shanghai Key Laboratory of Magnetic Reson Normal University, Shanghai 200062, P. R. † Electronic supplementary information ( and experimental procedures and theor 979559 and 990983. For ESI and crystallo format s...

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عنوان ژورنال:

دوره 6  شماره 

صفحات  -

تاریخ انتشار 2015