DFT and AIM studies on two-ring resonance assisted hydrogen bonds

被引：53
作者：
Wojtulewski, S
Grabowski, SJ
机构：
[1] Univ Lodz, Dept Crystallog & Crystallochem, PL-90236 Lodz, Poland
[2] Univ Bialystok, Inst Chem, PL-15443 Bialystok, Poland
来源：
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 2003年 / 621卷 / 03期
关键词：
resonance assisted hydrogen bonds; the Bader theory; DFT calculations; bond critical points; ring critical points; 2,4-dihydroxybut-2-ene-4-dial;
D O I：
10.1016/S0166-1280(02)00608-5
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：
DFT calculations on molecules with intramolecular hydrogen bonds have been performed at B3LYP/6-311++G(d,p) level of theory. The investigated 2,4-dihydroxybut-2-ene-4-dial molecule and its derivatives contain two intramolecular H-bonded rings. Each ring is the resonance-assisted system. The results of calculations show that two rings within the same molecule do not cause an increase of the resonance effect. It is shown that the topological parameters such as features of bond critical points and ring critical points may be treated as measures of H-bond strength. (C) 2003 Elsevier Science B.V. All rights reserved.
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页码：285 / 291
页数：7
相关论文
共 35 条
[1]   On the possibility of kinetic energy density evaluation from the experimental electron-density distribution [J].
Abramov, YA .
ACTA CRYSTALLOGRAPHICA SECTION A, 1997, 53 :264-272
[2]   PROPERTIES OF ATOMS AND BONDS IN HYDROCARBON MOLECULES [J].
BADER, RFW ;
TANG, TH ;
TAL, Y ;
BIEGLERKONIG, FW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (04) :946-952
[3]   ATOMS IN MOLECULES [J].
BADER, RFW .
ACCOUNTS OF CHEMICAL RESEARCH, 1985, 18 (01) :9-15
[4]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[5]   EVIDENCE FOR RESONANCE-ASSISTED HYDROGEN-BONDING .2. INTERCORRELATION BETWEEN CRYSTAL-STRUCTURE AND SPECTROSCOPIC PARAMETERS IN 8 INTRAMOLECULARLY HYDROGEN-BONDED 1,3-DIARYL-1,3-PROPANEDIONE ENOLS [J].
BERTOLASI, V ;
GILLI, P ;
FERRETTI, V ;
GILLI, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) :4917-4925
[6]   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
[7]   PREDICTION OF THE STRUCTURES OF HYDROGEN-BONDED COMPLEXES USING THE LAPLACIAN OF THE CHARGE-DENSITY [J].
CARROLL, MT ;
CHANG, C ;
BADER, RFW .
MOLECULAR PHYSICS, 1988, 63 (03) :387-405
[8]   AN ANALYSIS OF THE HYDROGEN-BOND IN BASE-HF COMPLEXES USING THE THEORY OF ATOMS IN MOLECULES [J].
CARROLL, MT ;
BADER, RFW .
MOLECULAR PHYSICS, 1988, 65 (03) :695-722
[9]   Effect of adjoining aromatic ring upon excited state proton transfer, o-hydroxybenzaldehyde [J].
Cuma, M ;
Scheiner, S ;
Kar, T .
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1999, 467 (01) :37-49
[10]  
Desiraju G. R., 1999, The Weak Hydrogen Bond
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