Theoretical Insight for the Diels-Alder Reaction Mechanism Between Pyrrole and Acrylonitrile

Aslı Öztürk Kiraz

Article Details

Theoretical Insight for the Diels-Alder Reaction Mechanism Between Pyrrole and Acrylonitrile

Authors:

Aslı Öztürk Kiraz

Publisher:

Süleyman Demirel University

Main Topics:

Atom ve Molekül Fiziği

Journal:

Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.29 Issue 2, pp.327-334

Document Type:

Article

Publication Date:

8/2025

Document Language:

English

Document ID (Org No.):

2001356828

pISSN:

1308-6529

Keywords:

Abstract:

 Diels Alder reactions are the best method used for the synthesis of various important molecules. In this study, the reaction mechanism between pyrrole and acrylonitrile, which can be an example of these reactions, is explained by DFT. Using the B3LYP method with the 6-31Gd,p basis set, chemical hardness, softness, electrophilicity index, electrochemical potential and thermodynamic properties were calculated. When we calculated these properties with solvents such as toluene, the gap between the HOMO and LUMO orbitals of the product formed as a result of the DA reaction was 9.53 eV in the gas phase, while it decreased to 6.49 eV in the toluene solvent environment. In addition, as a result of the calculations; thermodynamic parameters such as enthalpy, entropy and internal energy increased with increasing temperature, but the Gibbs free energy decreased.

 Diels Alder reactions are the best method used for the synthesis of various important molecules. In this study, the reaction mechanism between pyrrole and acrylonitrile, which can be an example of these reactions, is explained by DFT. Using the B3LYP method with the 6-31Gd,p basis set, chemical hardness, softness, electrophilicity index, electrochemical potential and thermodynamic properties were calculated. When we calculated these properties with solvents such as toluene, the gap between the HOMO and LUMO orbitals of the product formed as a result of the DA reaction was 9.53 eV in the gas phase, while it decreased to 6.49 eV in the toluene solvent environment. In addition, as a result of the calculations; thermodynamic parameters such as enthalpy, entropy and internal energy increased with increasing temperature, but the Gibbs free energy decreased.

 Diels Alder reactions are the best method used for the synthesis of various important molecules. In this study, the reaction mechanism between pyrrole and acrylonitrile, which can be an example of these reactions, is explained by DFT. Using the B3LYP method with the 6-31Gd,p basis set, chemical hardness, softness, electrophilicity index, electrochemical potential and thermodynamic properties were calculated. When we calculated these properties with solvents such as toluene, the gap between the HOMO and LUMO orbitals of the product formed as a result of the DA reaction was 9.53 eV in the gas phase, while it decreased to 6.49 eV in the toluene solvent environment. In addition, as a result of the calculations; thermodynamic parameters such as enthalpy, entropy and internal energy increased with increasing temperature, but the Gibbs free energy decreased.

 Diels Alder reaksiyonları çeşitli önemli moleküllerin sentezinde kullanılan en iyi yöntemdir. Bu çalışmada bu reaksiyonlara örnek olabilecek pirol ve akrilonitril arasındaki reaksiyon mekanizması DFT ile açıklanmıştır. 6-31Gd,p baz setli B3LYP yöntemi kullanılarak kimyasal sertlik, yumuşaklık, elektrofiliklik indeksi, elektrokimyasal potansiyel ve termodinamik özellikler hesaplanmıştır. Bu özellikleri toluen gibi çözücülerle hesapladığımızda DA reaksiyonu sonucu oluşan ürünün HOMO ve LUMO orbitalleri arasındaki boşluk gaz fazında 9,53 eV iken, toluen çözücü ortamında 6,49 eVye düşmüştür. Ayrıca hesaplamalar sonucunda; entalpi, entropi ve iç enerji gibi termodinamik parametreler artan sıcaklıkla artmış, ancak Gibbs serbest enerjisi azalmıştır.

Article Details

Theoretical Insight for the Diels-Alder Reaction Mechanism Between Pyrrole and Acrylonitrile

Authors:

Aslı Öztürk Kiraz

Publisher:

Süleyman Demirel University

Main Topics:

Atom ve Molekül Fiziği

Journal:

Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.29 Issue 2, pp.327-334

Document Type:

Article

Publication Date:

8/2025

Document Language:

English

Document ID (Org No.):

2001356828

pISSN:

1308-6529

Reaction mechanism

Transition state

Diels-Alder

Thermal propertiesReaksiyon mekanziması

Geçiş durumu

Diels-Alder

Thermal özellikler

Issues

Article Details

Authors: Aslı Öztürk Kiraz

Publisher: Süleyman Demirel University

Main Topics: Atom ve Molekül Fiziği

Journal: Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.29 Issue 2, pp.327-334

Document Type: Article

Publication Date: 8/2025

Document Language: English

Document ID (Org No.): 2001356828

pISSN: 1308-6529

Issues

Authors:

Aslı Öztürk Kiraz

Publisher:

Süleyman Demirel University

Main Topics:

Atom ve Molekül Fiziği

Journal:

Süleyman Demirel Üniversitesi Fen Bilimleri Enstitüsü Dergisi Vol.29 Issue 2, pp.327-334

Document Type:

Article

Publication Date:

8/2025

Document Language:

English

Document ID (Org No.):

2001356828

pISSN:

1308-6529