Methylazacalixpyridines: Remarkable bridging nitrogen-tuned conformations and cavities with unique recognition properties
文献类型：期刊论文
| 作者 | Gong, Han-Yuan; Zhang, Xiao-Hang; Wang, De-Xian; Ma, Hong-Wei; Zheng, Qi-Yu; Wang, Mei-Xiang |
| 刊名 | CHEMISTRY-A EUROPEAN JOURNAL
 |
| 出版日期 | 2006-12-13 |
| 卷号 | 12期号:36页码:9262-9275 |
| 关键词 | Anion Recognition Azacalixarenepyridines Aza-calixpyridines Cavity Conformation Fullerenes |
| ISSN号 | 0947-6539 |
| DOI | 10.1002/chem.200600377 |
| 英文摘要 | Methylazacalix[n]pyridines (n = 4, 8) and methylazacalix [m] arene[n]pyridines (m = n = 2, 4) have been synthesized by a convenient fragment coupling approach starting from 2,6-dibromopyridine, 2,6-diaminopyridine, and benzene-1,3-diamine. Thanks to the intrinsic electronic nature of nitrogen, which can adopt mainly hybridization, allowing it variously to conjugate, partially conjugate, or not conjugate with the adjacent one or two pyridine rings, the resulting nitrogen-bridged calixpyridine derivatives act as a unique class of macrocyclic host molecules with intriguing conformational structures offering fine-tunable cavities and versatile recognition properties. Whilst in solution it is fluxional, in the solid state methylazacalix[4]pyridine adopts a 1,3-alternate conformation with a C,, symmetry in which every two bridging nitrogen atoms conjugate with one pyridine ring. After protonation, the methylazacalix[4]pyridinium species has a different conjugation system of its four bridging nitrogen atoms, yielding the similar twisted 1,3-alternate conformations with an approximate S, symmetry. The cavity of each protonated methylazacalix[4]pyridine, however, varies finely to accommodate guest species of different size and geometry, such as planar DMF or HO2CCO2- ion, a twisted HO2CCO2- ion, and a tetrahedral ClO4- ion. As giant macrocyclic hosts, both methylazacalix[8]pyridine and methylazacalix[4]arene[4]pyridine interact efficiently with fullerenes C-60 and C-70 through van der Waals forces. Their ease of preparation, versatile conformational structures, and recognition properties make these multinitrogen-containing calixarenes or cyclophanes unique and powerful macrocyclic hosts in supramolecular chemistry. |
| 语种 | 英语 |
| WOS记录号 | WOS:000243087400012 |
| 出版者 | WILEY-V C H VERLAG GMBH |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/59915]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Wang, Mei-Xiang |
| 作者单位 | Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100080, Peoples R China |
| 推荐引用方式 GB/T 7714 | Gong, Han-Yuan,Zhang, Xiao-Hang,Wang, De-Xian,et al. Methylazacalixpyridines: Remarkable bridging nitrogen-tuned conformations and cavities with unique recognition properties[J]. CHEMISTRY-A EUROPEAN JOURNAL,2006,12(36):9262-9275. |
| APA | Gong, Han-Yuan,Zhang, Xiao-Hang,Wang, De-Xian,Ma, Hong-Wei,Zheng, Qi-Yu,&Wang, Mei-Xiang.(2006).Methylazacalixpyridines: Remarkable bridging nitrogen-tuned conformations and cavities with unique recognition properties.CHEMISTRY-A EUROPEAN JOURNAL,12(36),9262-9275. |
| MLA | Gong, Han-Yuan,et al."Methylazacalixpyridines: Remarkable bridging nitrogen-tuned conformations and cavities with unique recognition properties".CHEMISTRY-A EUROPEAN JOURNAL 12.36(2006):9262-9275. |
入库方式： OAI收割
来源：化学研究所
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