Self-assembly of novel [3]- and [2]rotaxanes with two different ring components: Donor-acceptor and hydrogen bonding interactions and molecular-shuttling behavior

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	Self-assembly of novel [3]- and [2]rotaxanes with two different ring components: Donor-acceptor and hydrogen bonding interactions and molecular-shuttling behavior
	Zhao X(赵新) ; Jiang XK(蒋锡夔) ; Shi M(施敏) ; Yu YH(俞亦华) ; Xia W(夏薇) ; 黎占亭*
刊名	J. Org. Chem.
	2001
卷号	66 期号:21 页码:7035-7043
ISSN号	0022-3263
其他题名	Self-assembly of novel [3]- and [2]rotaxanes with two different ring components: Donor-acceptor and hydrogen bonding interactions and molecular-shuttling behavior
通讯作者	黎占亭
英文摘要	Three of the first kind of hetero[3]rotaxanes, which comprise one linear component and one neutral and one tetracationic ring component, have been assembled by using the intermolecular hydrogen bonding and donor-acceptor interactions. Three neutral [2]rotaxanes and three tetracationic [2]rotaxanes have also been synthesized as intermediate products or for the sake of property comparison. The linear molecules are incorporated with two glycine subunits, for templating the formation of the neutral tetraamide cyclophane, and one or two hydroquinone subunits, for inducing the formation of the tetracationic cyclophane. Variable-temperature H-1 NMR investigation reveals that the shuttling behavior of the tetracationic ring component along the linear component is substantially influenced by the existence of the neutral ring component. The spatial repelling interaction of the neutral ring on the electron-deficient tetracationic ring simultaneously weakens the latter's "positioning" tendency at both electron-rich hydroquinone sites of the linear component. As a result, the activation energy associated with the shuttling process of the tetracationic ring between the two hydroquinone sites is remarkably reduced in comparison to that of the shuttling process of the corresponding neutral ring-free [2]rotaxanes. For the first time, the rotation of the dipyridinium subunit around the axis formed by the two methylene groups connecting them within the tetracationic cyclophane has been investigated by variable-temperature 1H NMR spectroscopy and the associated kinetic data have also been successfully obtained. Furthermore, the UV-vis and fluorescent properties of the new [2]- and [3]rotaxanes have been studied. The results demonstrate that [3]rotaxanes with different ring components possess unique kinetic features that are not available in [3]rotaxanes with identical ring components.
学科主题	金属有机化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1021/jo010497a
语种	英语
WOS记录号	WOS:000171613900026
公开日期	2013-01-09
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/9766]
专题	上海有机化学研究所_金属有机化学国家重点实验室
推荐引用方式 GB/T 7714	Zhao X,Jiang XK,Shi M,et al. Self-assembly of novel [3]- and [2]rotaxanes with two different ring components: Donor-acceptor and hydrogen bonding interactions and molecular-shuttling behavior[J]. J. Org. Chem.,2001,66(21):7035-7043.
APA	赵新,蒋锡夔,施敏,俞亦华,夏薇,&黎占亭*.(2001).Self-assembly of novel [3]- and [2]rotaxanes with two different ring components: Donor-acceptor and hydrogen bonding interactions and molecular-shuttling behavior.J. Org. Chem.,66(21),7035-7043.
MLA	赵新,et al."Self-assembly of novel [3]- and [2]rotaxanes with two different ring components: Donor-acceptor and hydrogen bonding interactions and molecular-shuttling behavior".J. Org. Chem. 66.21(2001):7035-7043.