ICCAS OpenIR
Heterocyclic Annelated Di(perylene bisimide): Constructing Bowl-Shaped Perylene Bisimides by the Combination of Steric Congestion and Ring Strain
Qian, Hualei2,3; Yue, Wan2,3; Zhen, Yonggang2,3; Di Motta, Simone1; Di Donato, Eugenio1; Negri, Fabrizia1; Qu, Jianqiang4; Xu, Wei2; Zhu, Daoben2; Wang, Zhaohui2
2009-08-21
Source PublicationJOURNAL OF ORGANIC CHEMISTRY
ISSN0022-3263
Volume74Issue:16Pages:6275-6282
AbstractIn this paper, we present the synthesis of S- and N-heterocyclic annelated di(perylene bisimide) With extraordinary doubly bowl-shaped structures. The structures of fused PBI bowls confirmed by single-crystal X-ray structure analysis and temperature-dependent (1)H NMR are realized by the introduction of the steric congestion in nonbay regions and by the concurrent formation of the five-membered heterorings strain in bay regions. On the basis of the geometry obtained from the X-ray analysis, the maximum POAV1 pyramidalization angle is found in N-heterocyclic annelated diPBI 7, as large as 4.7 degrees. indicating the formation of two PBI bowls with significant curvatures. Furthermore, to assist the electrochemical and spectroscopic characterization of the two bowl-shaped derivatives and to assess the influence of heteroatoms on the bowl curvature, quantum-chemically optimized atomic structure, electronic properties, and optical signatures were computed with density functional theory.
DOI10.1021/jo901285k
Indexed BySCI ; IC
Language英语
WOS IDWOS:000268907300061
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:51[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/66014
Collection中国科学院化学研究所
Corresponding AuthorNegri, Fabrizia
Affiliation1.Univ Bologna, Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
2.Chinese Acad Sci, Beijing Natl Lab Mol Sci, Key Lab Organ Solids, Inst Chem, Beijing 100864, Peoples R China
3.Chinese Acad Sci, Grad Sch, Beijing 100190, Peoples R China
4.BASF AG, D-67056 Ludwigshafen, Germany
Recommended Citation
GB/T 7714
Qian, Hualei,Yue, Wan,Zhen, Yonggang,et al. Heterocyclic Annelated Di(perylene bisimide): Constructing Bowl-Shaped Perylene Bisimides by the Combination of Steric Congestion and Ring Strain[J]. JOURNAL OF ORGANIC CHEMISTRY,2009,74(16):6275-6282.
APA Qian, Hualei.,Yue, Wan.,Zhen, Yonggang.,Di Motta, Simone.,Di Donato, Eugenio.,...&Wang, Zhaohui.(2009).Heterocyclic Annelated Di(perylene bisimide): Constructing Bowl-Shaped Perylene Bisimides by the Combination of Steric Congestion and Ring Strain.JOURNAL OF ORGANIC CHEMISTRY,74(16),6275-6282.
MLA Qian, Hualei,et al."Heterocyclic Annelated Di(perylene bisimide): Constructing Bowl-Shaped Perylene Bisimides by the Combination of Steric Congestion and Ring Strain".JOURNAL OF ORGANIC CHEMISTRY 74.16(2009):6275-6282.
Files in This Item:
There are no files associated with this item.
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Qian, Hualei]'s Articles
[Yue, Wan]'s Articles
[Zhen, Yonggang]'s Articles
Baidu academic
Similar articles in Baidu academic
[Qian, Hualei]'s Articles
[Yue, Wan]'s Articles
[Zhen, Yonggang]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Qian, Hualei]'s Articles
[Yue, Wan]'s Articles
[Zhen, Yonggang]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.