Highly functionalized N-1-(2-pyridinylmethyl)-3,5-bis[(E)- arylmethylidene]tetrahydro-4(1H)-pyridinones: Synthesis, characterization, crystal structure and DFT studies

Al-thamili, Dhaifallah; Almansour, Abdulrahman; Arumugam, Natarajan; Kansiz, Sevgi; DEGE, Necmi; Soliman, Saied; Azam, Mohammad; Kumar, Raju

doi:10.1016/j.molstruc.2020.128940

Highly functionalized N-1-(2-pyridinylmethyl)-3,5-bis[(E)- arylmethylidene]tetrahydro-4(1H)-pyridinones: Synthesis, characterization, crystal structure and DFT studies

Atıf İçin Kopyala

Al-thamili D. M., Almansour A., Arumugam N., Kansiz S., DEGE N., Soliman S. M., ...Daha Fazla

JOURNAL OF MOLECULAR STRUCTURE, cilt.1222, 2020 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 1222
Basım Tarihi: 2020
Doi Numarası: 10.1016/j.molstruc.2020.128940
Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Compendex, INSPEC
Anahtar Kelimeler: Functionalized alpha beta-unsaturated ketones, X-ray analysis, Hirshfeld, DFT studies, NITRILE OXIDES, 1,3-DIPOLAR CYCLOADDITION, DISCOVERY, ENERGIES
Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

Highly functionalized N-1-( 2-pyridinylmethyl)-3,5-bis [(E)-methoxy/fluorophenylmethylidene]-tetrahydro-4(1H)-pyridinones (5a and 5b) have been synthesized in good yields. The molecular structure of the synthesized compounds was elucidated by NMR spectroscopy and further confirmed by single crystal Xray crystallographic studies. The Hirshfeld analysis reveals that the molecular packing of 5a is mainly controlled by N center dot center dot center dot H (4.9%), C center dot center dot center dot H (30.6%) and H center dot center dot center dot H (52.4%) contacts whereas the molecules are packed by strong F center dot center dot center dot H (16.8-16.9 %), N center dot center dot center dot H (5.4%) and O center dot center dot center dot H (5.2-5.4%) as well as weak C center dot center dot center dot O (3.9-4.5%), H center dot center dot center dot H (39.7-39.9%) and C center dot center dot center dot H (24.8-25.8%) contacts in 5b. DFT calculations are used in order to predict the electronic properties of studied compounds. The NMR data obtained experimentally correlated well with the calculated findings. (C) 2020 Elsevier B.V. All rights reserved.