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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Porous Aromatic Frameworks for Size-Selective Halogenation of Aryl Compounds
Yajie Yang1, Xiaoqin Zou1, Peng Cui2
1Key Laboratory of Polyoxometalate Science of the Ministry of Education, Faculty of Chemistry, Northeast Normal University , Changchun 130024, China.
Abstract:
Organic halides are vitally important chemical precursors or intermediates in the fields of agrochemical synthesis, molecular recognition, and material science. However, it is difficult to selectively synthesize these compounds due to the multiple reactive sites in aryl fragments. In this work, we prepared the first fully fluorinated porous aromatic framework (PAF). Its -C-F bond and hierarchical porosity have great benefits for PAF functionalization. After being decorated with different cyclodextrins (CDs), CD-PAF materials can incorporate diverse aryl compounds to protect their ortho sites from being attacked to produce para-substituted molecules. This selectivity obviously increased with a decrease in the substrate size (from 0.97 to 0.41 nm). In addition, the CD-PAFs can undergo long-term use in both chlorination and bromination.
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