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Synthesis of (NH)(m)(NMe)(4-m)-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties
Zhang, En-Xuan ; Wang, De-Xian ; Huang, Zhi-Tang ; Wang, Mei-Xiang
2010-10-12 ; 2010-10-12
关键词SOLID-STATE CARBON-DIOXIDE EN-ROUTE MACROCYCLES CAVITY OXACALIXARENES COMPLEXATION RECOGNITION CALIXARENES ETHER Chemistry, Organic
中文摘要The (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines (m = 1-4) 19-23 were synthesized in excellent yields from deprotection of N-allyl groups of (NAllyl)(m)(NMe)(4-m)-bridged calix[4]pyridine derivatives 8 and 15-18, which were prepared in moderate yields by macrocyclic 2+2 and 1+3 coupling reactions between simple diamino- and dibromo-substituted fragments, In the solid state, (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines adopted different 1,3-alternate conformations due to mainly the formation of varied conjugation systems of bridging NH units with their neighboring pyridines. In solution, all (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines were very fluxional and the rates of interconversion of various conformational structures were very rapid relative to the NMR time scale, While (NH)(4)-bridged calix[4]pyridine 23 formed the strongest conjugation system, (NH)(2)(NMe)(2)-bridged calix[4]pyridine 21 acted as a selective fluorescence probe in the recognition of zinc(II) ion in solution with the dramatic enhancement of fluorescence intensity.
语种英语 ; 英语
出版者AMER CHEMICAL SOC ; WASHINGTON ; 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
内容类型期刊论文
源URL[http://hdl.handle.net/123456789/81013]  
专题清华大学
推荐引用方式
GB/T 7714
Zhang, En-Xuan,Wang, De-Xian,Huang, Zhi-Tang,et al. Synthesis of (NH)(m)(NMe)(4-m)-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties[J],2010, 2010.
APA Zhang, En-Xuan,Wang, De-Xian,Huang, Zhi-Tang,&Wang, Mei-Xiang.(2010).Synthesis of (NH)(m)(NMe)(4-m)-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties..
MLA Zhang, En-Xuan,et al."Synthesis of (NH)(m)(NMe)(4-m)-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties".(2010).
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