Structural, Spectroscopic (FT-IR, Raman and NMR), Non-linear Optical (NLO), HOMOLUMO and Theoretical (DFT/CAM-B3LYP) Analyses of N-Benzyloxycarbonyloxy-5- Norbornene-2,3-Dicarboximide Molecule

Abstract

The experimental spectroscopic investigation of Nbenzyloxycarbonyloxy-5-norbornene-2,3-dicarboximide (C17H15NO5) molecule has been done using 1H and 13C NMR chemical shifts, FT-IR and Raman spectroscopies. Conformational forms have been determined depending on orientation of N-benzyloxycarbonyloxy and 5-norbornene-2,3-dicarboximide (NDI) groups of the title compound. The structural geometric optimizations, vibrational wavenumbers, NMR chemical shifts (in vacuum and chloroform) and HOMO-LUMO analyses for all conformers of the title molecule have been done with DFT/CAM-B3LYP method at the 6-311++G(d,p) basis set. Additionally, based on the calculated HOMO and LUMO energy values, some molecular properties such as ionization potential (I), electron affinity (A), electronegativity (χ), chemical hardness ( ), chemical softness ( ), chemical potential (μ) and electrophilicity index ( ) parameters are determined for all conformers. The non-linear optical (NLO) properties have been studied for the title molecule. We can say that the experimental spectral data are in accordance with calculated values.

Keywords

• N-benzyloxycarbonyloxy-5-norbornene2
• 3-dicarboximide
• Vibrational spectroscopy
• 1H and 13C NMR chemical shifts
• Non-linear optical properties

N-Benziloksikarboniloksi-5-Norbornen-2,3-Dikarboksimid Molekülünün Yapısal, Spektroskopik (FT-IR, Raman ve NMR), Doğrusal Olmayan Optik (NLO), HOMO-LUMO ve Teorik (DFT/CAM-B3LYP) Analizleri

Abstract

N-Benziloksikarboniloksi-5-Norbornen-2,3-Dikarboksimid molekülünün deneysel spektroskopik incelenmesi, 1H ve 13C NMR kimyasal kayma, FT-IR ve Raman spektroskopileri kullanılarak yapılmıştır. Konformasyonel formlar molekülün NBenziloksikarboniloksi ve 5-Norbornen-2,3-Dikarboksimid (NDI) gruplarının yönelimine bağlı olarak belirlenmiştir. Molekülün bütün konformerleri için yapısal geometrik optimizasyonlar, titreşimsel dalgasayıları, NMR kimyasal kaymaları (vakum ve kloroform içinde) ve HOMO-LUMO analizleri 6-311++G(d,p) temel setinde DFT/CAM-B3LYP metodu ile yapılmıştır. Ayrıca, hesaplanan HOMO ve LUMO enerji değerlerine bağlı olarak, iyonlaşma potansiyeli (I), elektron çekiciliği (A), elektronegatiflik (χ), kimyasal sertlik ( ), kimyasal yumuşaklık ( ), kimyasal potansiyel (μ) ve elektrofilik indeksi ( ) parametreleri gibi kuantum moleküler tanımlayıcılar molekülün bütün konformerleri için belirlenmiştir. Molekülün doğrusal olmayan optik (NLO) özellikleri çalışılmıştır. Deneysel spektroskopik veriler hesaplanan değerler ile iyi bir uyum içerisinde olduğunu söyleyebiliriz.

Keywords

• N-Benziloksikarboniloksi-5-norbornen2
• 3-dikarboksimid
• Titreşim spektroskopisi
• 1H ve 13C NMR kimyasal kaymaları
• Doğrusal olmayan optik özellikler

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