Comparisons of the halogen-bonded and hydrogen-bonded complexes of furan, thiophene and pyridine with Lewis acids (ClF, HCl)

被引：20

作者：

Wang, Zhaoxu ^{[2
]}

Liu, Zhengjun ^{[2
]}

Ding, Xunlei ^{[1
]}

Yu, Xianyong ^{[2
]}

Hou, Bo ^{[2
]}

Yi, Pinggui ^{[2
]}

机构：

[1] Chinese Acad Sci, Inst Chem, State Key Lab Struct Chem Unstable & Stable Speci, Zhongguancun N 1st St 2, Beijing 100190, Peoples R China

[2] Hunan Univ Sci & Technol, Minist Educ, Key Lab Theoret Chem & Mol Simulat, Xiangtan 411201, Peoples R China

来源：

COMPUTATIONAL AND THEORETICAL CHEMISTRY | 2012年 / 981卷

基金：

中国国家自然科学基金;

关键词：

Intermolecular interaction; X3LYP; Laplacian properties; Energy decomposition analysis; ROTATIONAL SPECTRUM; ELECTRON-DENSITY; DIMERS; DONOR;

D O I：

10.1016/j.comptc.2011.11.013

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The geometries, interaction energies, tautomerization processes, electron density and Laplacian properties of the weak interaction systems formed by heteroaromatic rings (C4H4O. C4H4S and C5H5N) and Lewis acids (ClF, HCl) have been studied at the spin-restricted DFT method (X3LYP) with the aug-cc-pVTZ basis sets. Two types of interactions are observed among these systems: the a-type and the it-type geometry. The low energy barriers (<2.3 kcal/mol) demonstrate that the a-type and it-type angular geometries of C4H4O/C4H4S center dot center dot center dot ClF/HCl complexes are easily transformed from each other. The nature of the intramolecular interactions has been also investigated through both the theory of atoms in molecules (AIM) and energy decomposition analysis. (C) 2011 Elsevier B.V. All rights reserved.

引用

页码：1 / 6

页数：6

共 31 条

[1] Evidence of an isomeric pair in furan ... HCl:: Fourier transform infrared spectroscopy and ab initio calculations [J].

Asselin, P. ;

Madebene, B. ;

Soulard, P. ;

Reinhardt, P. ;

Alikhani, M. E. .

JOURNAL OF CHEMICAL PHYSICS, 2008, 128 (24)

[2]

Bader R. F. W., 1994, ATOMS MOL QUANTUM TH

[3] CALCULATION OF THE AVERAGE PROPERTIES OF ATOMS IN MOLECULES .2. [J].

BIEGLERKONIG, FW ;

BADER, RFW ;

TANG, TH .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1982, 3 (03) :317-328

[4] CALCULATION OF SMALL MOLECULAR INTERACTIONS BY DIFFERENCES OF SEPARATE TOTAL ENERGIES - SOME PROCEDURES WITH REDUCED ERRORS [J].

BOYS, SF ;

BERNARDI, F .

MOLECULAR PHYSICS, 1970, 19 (04) :553-&

[5] Are members of the family of hydrogen-bonded complexes formed by furan with the hydrogen halides isostructural?: An answer from the rotational spectrum of furan•••HBr [J].

Cole, GC ;

Legon, AC ;

Ottaviani, P .

JOURNAL OF CHEMICAL PHYSICS, 2002, 117 (06) :2790-2799

[6] Rotational spectrum of thiophene••• ClF and the role of thiophene as a π- or n-electron pair donor in weakly bound complexes [J].

Cooke, SA ;

Holloway, JH ;

Legon, AC .

CHEMICAL PHYSICS LETTERS, 1998, 298 (1-3) :151-160

[7] Rotational spectrum of thiophene•••HCl -: Does thiophene act as an aromatic π-type electron donor or an n-type electron donor in hydrogen-bond formation? [J].

Cooke, SA ;

Corlett, GK ;

Legon, AC .

JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1998, 94 (11) :1565-1570

[8] Evidence concerning the relative nucleophilicities of non-bonding and π-bonding electrons in furan from the rotational spectrum of furan-ClF [J].

Cooke, SA ;

Corlett, GK ;

Holloway, JH ;

Legon, AC .

JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1998, 94 (18) :2675-2680

[9] Comparisons of the interactions of benzene, furan and thiophene with Lewis acids:: the rotational spectrum of thiophene•••HF [J].

Cooke, SA ;

Corlett, GK ;

Legon, AC .

CHEMICAL PHYSICS LETTERS, 1998, 291 (3-4) :269-276

[10] Is pyridinium hydrochloride a simple hydrogen-bonded complex C5H5N•••HCl or an ion pair C5H5NH+•••Cl- in the gas phase?: An answer from its rotational spectrum [J].

Cooke, SA ;

Corlett, GK ;

Lister, DG ;

Legon, AC .

JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1998, 94 (07) :837-841

← 1 2 3 4 →