Intramolecular noncovalent force in cyclic amidines: Nonbonded interaction between carbon atoms and heteroatoms

Xuhong Qian; Xiaoyong Xu; Zhibin Li; Antonio Frontera

doi:10.1016/S0009-2614(03)00395-6

Intramolecular noncovalent force in cyclic amidines: Nonbonded interaction between carbon atoms and heteroatoms

Xuhong Qian
, Xiaoyong Xu
, Zhibin Li
, Antonio Frontera^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

6 Scopus citations

Abstract

A set of four new cyclic amidines has been synthesized and characterized. A novel intramolecular noncovalent force between carbon atoms of the aromatic ring and heteroatoms of cyclic amidines has been demonstrated and established by X-ray structural analysis and ab initio calculation at B3LYP/6-31G* level. This new noncovalent force is presumably caused by an orbitalic overlap between the σ^* or π^* orbital of one aromatic carbon-carbon bond and one lone pair of electrons of the involved heteroatom. The generality of these interactions in organic compounds has been corroborated exploring the Cambridge Structural Database.

Original language	English
Pages (from-to)	489-496
Number of pages	8
Journal	Chemical Physics Letters
Volume	372
Issue number	3-4
DOIs	https://doi.org/10.1016/S0009-2614(03)00395-6
State	Published - 29 Apr 2003
Externally published	Yes

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title = "Intramolecular noncovalent force in cyclic amidines: Nonbonded interaction between carbon atoms and heteroatoms",

abstract = "A set of four new cyclic amidines has been synthesized and characterized. A novel intramolecular noncovalent force between carbon atoms of the aromatic ring and heteroatoms of cyclic amidines has been demonstrated and established by X-ray structural analysis and ab initio calculation at B3LYP/6-31G* level. This new noncovalent force is presumably caused by an orbitalic overlap between the σ* or π* orbital of one aromatic carbon-carbon bond and one lone pair of electrons of the involved heteroatom. The generality of these interactions in organic compounds has been corroborated exploring the Cambridge Structural Database.",

author = "Xuhong Qian and Xiaoyong Xu and Zhibin Li and Antonio Frontera",

year = "2003",

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doi = "10.1016/S0009-2614(03)00395-6",

language = "英语",

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journal = "Chemical Physics Letters",

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TY - JOUR

T1 - Intramolecular noncovalent force in cyclic amidines

T2 - Nonbonded interaction between carbon atoms and heteroatoms

AU - Qian, Xuhong

AU - Xu, Xiaoyong

AU - Li, Zhibin

AU - Frontera, Antonio

PY - 2003/4/29

Y1 - 2003/4/29

N2 - A set of four new cyclic amidines has been synthesized and characterized. A novel intramolecular noncovalent force between carbon atoms of the aromatic ring and heteroatoms of cyclic amidines has been demonstrated and established by X-ray structural analysis and ab initio calculation at B3LYP/6-31G* level. This new noncovalent force is presumably caused by an orbitalic overlap between the σ* or π* orbital of one aromatic carbon-carbon bond and one lone pair of electrons of the involved heteroatom. The generality of these interactions in organic compounds has been corroborated exploring the Cambridge Structural Database.

AB - A set of four new cyclic amidines has been synthesized and characterized. A novel intramolecular noncovalent force between carbon atoms of the aromatic ring and heteroatoms of cyclic amidines has been demonstrated and established by X-ray structural analysis and ab initio calculation at B3LYP/6-31G* level. This new noncovalent force is presumably caused by an orbitalic overlap between the σ* or π* orbital of one aromatic carbon-carbon bond and one lone pair of electrons of the involved heteroatom. The generality of these interactions in organic compounds has been corroborated exploring the Cambridge Structural Database.

UR - https://www.scopus.com/pages/publications/0037472071

U2 - 10.1016/S0009-2614(03)00395-6

DO - 10.1016/S0009-2614(03)00395-6

M3 - 文章

AN - SCOPUS:0037472071

SN - 0009-2614

VL - 372

SP - 489

EP - 496

JO - Chemical Physics Letters

JF - Chemical Physics Letters

IS - 3-4

ER -

Intramolecular noncovalent force in cyclic amidines: Nonbonded interaction between carbon atoms and heteroatoms

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