Synthesis of (NH)(m)(NMe)(4-m)-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties
文献类型:期刊论文
作者 | Zhang, En-Xuan1; Wang, De-Xian1; Huang, Zhi-Tang1; Wang, Mei-Xiang1,2 |
刊名 | JOURNAL OF ORGANIC CHEMISTRY
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出版日期 | 2009-11-20 |
卷号 | 74期号:22页码:8595-8603 |
ISSN号 | 0022-3263 |
DOI | 10.1021/jo901609u |
英文摘要 | 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 |
WOS记录号 | WOS:000271662500012 |
出版者 | AMER CHEMICAL SOC |
源URL | [http://ir.iccas.ac.cn/handle/121111/66701] ![]() |
专题 | 中国科学院化学研究所 |
通讯作者 | Wang, De-Xian |
作者单位 | 1.Chinese Acad Sci, Beijing Natl Lab Mol Sci, Inst Chem, Key Lab Mol Recognit & Funct, Beijing 100190, Peoples R China 2.Tsinghua Univ, Dept Chem, Minist Educ, Kev Lab Bioorgan Phosphorus Chem & Chem Biol, Beijing 100084, Peoples R China |
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]. JOURNAL OF ORGANIC CHEMISTRY,2009,74(22):8595-8603. |
APA | Zhang, En-Xuan,Wang, De-Xian,Huang, Zhi-Tang,&Wang, Mei-Xiang.(2009).Synthesis of (NH)(m)(NMe)(4-m)-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties.JOURNAL OF ORGANIC CHEMISTRY,74(22),8595-8603. |
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".JOURNAL OF ORGANIC CHEMISTRY 74.22(2009):8595-8603. |
入库方式: OAI收割
来源:化学研究所
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