首页|Synthesis and molecular recognition characteristics of a tetrapodal benzene cage
Synthesis and molecular recognition characteristics of a tetrapodal benzene cage
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In this contribution,we describe the preparation and recognition characteristics of a novel tetrapodal benzene cage(1).The cage can express a wide recognition range without losing selectivity for the object of appropriate size and functional groups.The key to obtaining the desired structural isomer of 1 is the synthesis and isolation of the o-bis(bromomethyl)benzene precursor(5).Three distinct guests,F-(ex-tremely small size),D-lactate(appropriate size)and L-Asp(branched shape),were selected as examples to demonstrate the recognition characteristics of 1.By NMR titration studies,they all expressed good binding affinity(K＞105 L/mol)in competitive medium(10％DMSO/THF),indicating that 1 has a wide recognition scope.The highest binding constant was observed for D-lactate,revealing that 1 has good selectivity for D-lactate versus F-and L-Asp.Moreover,the NMR titration study of F-in DMSO indicates 1 can achieve different binding modes(1:1 and 2:1 guest-host)for small-sized guests,which allows for the further development of binary binding properties and thereafter applications in the field of catalysis.
Caihong Mao、Yanfeng He、Xiaohan Wang、Yan Cai、Xiaobo Hu
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Key Laboratory of the Ministry of Education for Advanced Catalysis Materials,College of Chemistry and Materials Science,Zhejiang Normal University,Jinhua 321004,China
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