Effect of fluoro substituents and central atom nature on chiral derivatives of bisdiphenylborates and isoelectronic structures

被引：9

作者：

Alkorta, I ^{[1
]}

Picazo, S ^{[1
]}

Elguero, J ^{[1
]}

机构：

[1] CSIC, Inst Quim Med, E-28008 Madrid, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 04期

关键词：

D O I：

10.1016/j.tetasy.2005.01.022

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A DFT study of the geometrical, electronic, and energetic parameters of homo- and heterochiral complexes of fluoro derivatives of diphenylborate and isoelectronic structures where the central atom has been substituted by carbon and nitrogen has been carried out. The results have allowed correlation of the relative energies (hetero- minus homochiral complex) versus the presence of fluorine in the different positions on the aromatic rings and the presence of different central atoms. Other correlations between geometrical parameters and the relative energy have also been found. Some of the predictions have been confirmed with the calculation of new derivatives. (C) 2005 Elsevier Ltd. All rights reserved.

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页码：755 / 760

页数：6

相关论文

共 42 条

[1] Bond length electron density relationships: From covalent bonds to hydrogen bond interactions [J].

Alkorta, I ;

Rozas, I ;

Elguero, J .

STRUCTURAL CHEMISTRY, 1998, 9 (04) :243-247

[2] Theoretical study of peptide model dimers. Homo versus heterochiral complexes [J].

Alkorta, I ;

Elguero, J .

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2004, 680 (1-3) :191-198

[3] Fluorine-fluorine interactions: NMR and AIM analysis [J].

Alkorta, I ;

Elguero, JE .

STRUCTURAL CHEMISTRY, 2004, 15 (02) :117-120

[4] Discrimination of hydrogen-bonded complexes with axial chirality [J].

Alkorta, I ;

Elguero, J .

JOURNAL OF CHEMICAL PHYSICS, 2002, 117 (14) :6463-6468

[5] Self-discrimination of enantiomers in hydrogen-bonded dimers [J].

Alkorta, I ;

Elguero, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (07) :1488-1493

[6] Comparison of models to correlate electron density at the bond critical point and bond distance [J].

Alkorta, I ;

Barrios, L ;

Rozas, I ;

Elguero, J .

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2000, 496 :131-137

[7] (9Z)- and (11Z)-8-methylretinals for artificial visual pigment studies:: Stereoselective synthesis, structure, and binding models [J].

Alvarez, R ;

Domínguez, M ;

Pazos, Y ;

Sussman, F ;

de Lera, AR .

CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (23) :5821-5831

[8] Valence shell charge topology, atomic graphs, and electric field gradients in one- to four-bonded nitrogen atoms [J].

Aray, Y ;

Casilimas, JC ;

Murgich, J .

JOURNAL OF PHYSICAL CHEMISTRY, 1996, 100 (13) :5291-5298

[9]

Bader R.F.W., 1990, ATOMS MOL QUANTUM TH

[10] A new class of electrochemically and thermally stable lithium salts for lithium battery electrolytes .4. Investigations of the electrochemical oxidation of lithium organoborates [J].

Barthel, J ;

Buestrich, R ;

Gores, HJ ;

Schmidt, M ;

Wuhr, M .

JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1997, 144 (11) :3866-3870

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