THE INFLUENCE OF H-BONDS ON CHEMICAL REACTIONS: PRILESCHAJEW REACTION

被引：14

作者：

Bueno, Mauro A. ^{[1
]}

Oliveira, Boaz G. ^{[1
]}

机构：

[1] Univ Fed Bahia, Inst Ciencias Ambientais & Desenvolvimento Susten, BR-47801100 Barreiras, BA, Brazil

来源：

QUIMICA NOVA | 2015年 / 38卷 / 01期

关键词：

hydrogen bond; epoxide; Prileschajew; QTAIM; DENSITY-FUNCTIONAL THEORY; BODY PERTURBATION-THEORY; HYDROGEN-BOND; AB-INITIO; DFT CALCULATIONS; INTRAMOLECULAR INTERACTIONS; NONCOVALENT INTERACTIONS; MOLECULAR-PROPERTIES; REACTION-MECHANISMS; QUANTUM-THEORY;

D O I：

10.5935/0100-4042.20140296

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Theoretical analysis at the BHandHLYP/6-311++G(d, p) level of theory with the support of QTAIM calculations was used to reinvestigate the structure of an intermolecular system formed between ethylene oxide (C2H4O) and formic acid (HCO2H) after the epoxidation known as the Prileschajew reaction. Geometric and infrared vibration results revealed that HO2CH forms a strong hydrogen bond with C2H4O followed by a larger red-shift of the H-O bond. NBO analysis was applied to justify this frequency shift. Finally, QTAIM calculations identified the formation of two hydrogen bonds, namely O center dot center dot center dot H-O and H center dot center dot center dot O=C.

引用

页码：1 / 7

页数：7

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