ICCAS OpenIR
The conformation of N-(phenylmethylene)-2-naphthaleneamine-like species and the pi-driving force for distorting geometry
Guo, YS; Yu, ZH
2002-02-01
Source PublicationACTA CHIMICA SINICA
ISSN0567-7351
Volume60Issue:2Pages:228-233
AbstractThe crystal structures of N-{[4-(dimethylamino)phenyl]methylene}-2-benzoimidazoleamine (1), N-{[4-(dimethylamino)phenyl]methylene}-2-benzothiazoleamine (2) and N-(phenylmethylene)-2-naphthaleneamine (3) were determined. Twenty-three rotational geometries (theta = 0degrees similar to -89degrees) of each of the molecules were optimized using AM1, RHF/STO-3G, 4-31G, 6-311G, 6-311G** and B3LYP/4-31G, 6-311 G, 6-311G**. The torsional angles of the preferential geometries of compound 1, 2 and 3 are close to the experimental values (1, theta = -10.69degrees; 2, theta = -11.99degrees; 3, theta = -52.88degrees) in the case of any optimized method. Although different optimized methods provide a specific molecule with different preferential geometries, the electron interaction always favors a twisted geometry and die nuclear repulsion is, practically, a resistance for distortion of the molecule, which is not an artifact of a specific optimized method. The pi system in the geometry with theta = 0degrees is most destabilized no matter whether it is delocalized or not. It appears that the pi system always prefers a twisted geometry.
KeywordConjugation Effect Driving Force For Distorting Molecular Geometry N-(Phenylmethylene)-2-naphthaleneamine N-{[4-(Dimethylamino) Phenyl] Methylene}-2-benzothiazoleamine N-{[4-(Dimethylamino) Phenyl]Methylene}-2-benzoimidazoleamine
Indexed BySCI
Language英语
WOS IDWOS:000174078900007
PublisherSCIENCE CHINA PRESS
Citation statistics
Cited Times:6[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/78108
Collection中国科学院化学研究所
Corresponding AuthorYu, ZH
Affiliation1.Chinese Acad Sci, Inst Chem, State Key Lab Struct Chem Unstable & Stable Speci, Beijing 100080, Peoples R China
2.Peking Univ, State Key Lab Struct Chem Unistable & Stable Spec, Beijing 100871, Peoples R China
Recommended Citation
GB/T 7714
Guo, YS,Yu, ZH. The conformation of N-(phenylmethylene)-2-naphthaleneamine-like species and the pi-driving force for distorting geometry[J]. ACTA CHIMICA SINICA,2002,60(2):228-233.
APA Guo, YS,&Yu, ZH.(2002).The conformation of N-(phenylmethylene)-2-naphthaleneamine-like species and the pi-driving force for distorting geometry.ACTA CHIMICA SINICA,60(2),228-233.
MLA Guo, YS,et al."The conformation of N-(phenylmethylene)-2-naphthaleneamine-like species and the pi-driving force for distorting geometry".ACTA CHIMICA SINICA 60.2(2002):228-233.
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
[Guo, YS]'s Articles
[Yu, ZH]'s Articles
Baidu academic
Similar articles in Baidu academic
[Guo, YS]'s Articles
[Yu, ZH]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Guo, YS]'s Articles
[Yu, ZH]'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.