The conformation of N-(phenylmethylene)-2-naphthaleneamine-like species and the pi-driving force for distorting geometry

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	The conformation of N-(phenylmethylene)-2-naphthaleneamine-like species and the pi-driving force for distorting geometry
	Guo, YS ; Yu, ZH
刊名	ACTA CHIMICA SINICA
	2002-02-01
卷号	60 期号:2 页码:228-233
关键词	Conjugation 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
ISSN号	0567-7351
英文摘要	The 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.
语种	英语
出版者	SCIENCE CHINA PRESS
WOS记录号	WOS:000174078900007
内容类型	期刊论文
源URL	[http://ir.iccas.ac.cn/handle/121111/78107]
专题	中国科学院化学研究所
通讯作者	Yu, ZH
作者单位	1.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
推荐引用方式 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.