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 appropr...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>10^(5) 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.展开更多
基金support by the National Natural Science Foundation of China(No.22101260)Natural Science Foundation of Zhejiang Province(No.LQ22B020001).
文摘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>10^(5) 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.
