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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Construction of C4-Spirocyclic Chiral Covalent Organic Frameworks Via Asymmetric Multicomponent Povarov Reaction for
Zhi Chen1, Zi-Ran Liu1, Jun Zhang1
1College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, P. R. China.
Abstract:
Although many chiral covalent organic frameworks (CCOFs) have been synthesized, the rapid development of this field has been severely restricted by the limitations of CCOFs synthesis methods and the scarcity of their chiral structural unit types. Herein we report, for the first time, the construction of C4-spirocyclic CCOFs via the asymmetric multicomponent Povarov reaction under ambient conditions. The obtained C4-spiro-(2S, 4R)-TMTT-COF can be as a novel chiral fluorescent sensor to discriminate D/L-PAL enantiomers. This finding will provide a simple and universal method for constructing CCOFs with novel chiral structural groups and might open new insights into the construction of the CCOFs featuring multiple distinct types of carbon chiral centers.
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