Donor-acceptor interaction-mediated arrangement of hydrogen bonded dimers
文献类型：期刊论文
| 作者 | Li XQ(李晓强) ; Feng DJ(冯代军) ; Jiang XK(蒋锡夔) ; Li ZT(黎占亭) |
| 刊名 | Tetrahedron
 |
| 出版日期 | 2004 |
| 卷号 | 60期号:37页码:8275-8284 |
| ISSN号 | 0040-4020 |
| 其他题名 | 供体－受体相互作用介质的氢键二聚体重排 |
| 通讯作者 | 黎占亭 |
| 英文摘要 | The donor-acceptor interaction-driven supramolecular arrangement of a new series of quadruply hydrogen-bonded homo- and heterodimers have been investigated in chloroform with H-1 NMR and UV-Vis spectroscopy. Two kinds of structurally complementary monomers have been prepared. Monomers 3 and 4 are incorporated with one ureidopyrimidone unit and one electron deficient pyromellitic diimide (PDI) or naphthalene diimide (NDI) unit, respectively, monomers 5 and 6 are incorporated with two ureidopyrimidone units and one PDI or NDI unit, respectively, whereas monomers 7 and 8 consist of one electron rich bis-p-phenylene[34]crown-10 unit and one or two 2,7-diamido-1,6-naphthyridine units, respectively. Compounds 3 and 4 exist exclusively as homodimers, respectively. Adding 1 equiv. of 7 to the solution of 3.3 and 4.4 induced them to partially or fully dissociate to produce heterodimers 3.7 and 4.7 due to intermolecular donor-acceptor interaction and the formation of a new binding mode between the ureidopyrimidone of 3 or 4 and the 2,7-diamido-1,6-naphthyridine unit of 7. Both 5 and 6 exist as cyclic monomer and dimer in chloroform. Adding 1 equiv. of 8 to the solution of 5 or 6 in chloroform caused all the cyclic dimer and most of the cyclic monomer to de-cyclize to form new heterodimers 5.8 and 6.8, respectively. H-1 NMR and UV-vis study revealed that heterodimer 5.8 has a structure in which the PDI of 5 is not threaded through the cavity of the bis-p-phenylene [34] crown-10 unit of 8. In contrast, in addition to the heterodimer similar to 5.8, about 40% of heterodimer 6.8 is generated, in which the PDI of 6 is threaded through the cavity of the bis-p-phenylene[3]crown-10 unit of 8 due to the increased donor-acceptor interaction between NDI and bis-p-phenylene [34] crown-10. Steric hindrance and mismatching of the hydrogen bonding moiety play important roles in the arrangement of the new homo- and heterodimers. (C) 2004 Elsevier Ltd. All rights reserved. |
| 学科主题 | 物理有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1016/j.tet.2004.06.104 |
| 语种 | 英语 |
| WOS记录号 | WOS:000223609800029 |
| 公开日期 | 2013-01-16 |
| 源URL | [http://202.127.28.38/handle/331003/12656]  |
| 专题 | 上海有机化学研究所_物理有机化学研究室 |
| 推荐引用方式 GB/T 7714 | Li XQ,Feng DJ,Jiang XK,et al. Donor-acceptor interaction-mediated arrangement of hydrogen bonded dimers[J]. Tetrahedron,2004,60(37):8275-8284. |
| APA | 李晓强,冯代军,蒋锡夔,&黎占亭.(2004).Donor-acceptor interaction-mediated arrangement of hydrogen bonded dimers.Tetrahedron,60(37),8275-8284. |
| MLA | 李晓强,et al."Donor-acceptor interaction-mediated arrangement of hydrogen bonded dimers".Tetrahedron 60.37(2004):8275-8284. |
入库方式： OAI收割
来源：上海有机化学研究所
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