Fitalimid işlevsel gruplar taşıyan yeni bir simetrik benzimidazol tuzunun sentezi, yapısal ve spektroskopik özelliklerinin araştırılması

Yeni bir N‒Heterosiklik karben tuzu olan 1,3‒bis (N‒ (3‒etil) fitalimid)‒benzimidazol‒3‒yum bromür (BEFIBR) yüksek (%83) verimle sentezlenmiştir. Sentezlenen tuzun FT‒IR ve 1H ve 13C NMR deneysel olarak ölçülmüştür. Bu ölçümlerde, karben C’u 169.35 ppm’de ve asidik karben H’i ise 9.65ppm’de gözlenmiştir. SPARTAN‒14 kuantum kimya paket yazılımı kullanılarak kuantum mekaniksel hesaplamalar gerçekleştirilmiştir. Temel enerji ve spektroskopik değerlerin hesaplanmasında “Yoğunluk Fonksiyonel Kuramı” (DFT/EDF2) yöntemi ve 6‒31G* temel seti kullanılmıştır. Bu hesaplamalar sonucunda bağ uzunlukları, bağ açıları FT‒IR ve 1H ve 13C spektrumları hesaplanmıştır. Hesaplanan değerler, deneysel değerlere son derece yakındır. Ckarben 169.3ppm ve asidik H ise 9.62ppm olarak bulunmuştur. Böylece molekülün uzaysal duruşu da tahmin edilmiştir. Hesaplanan değerler ile deneysel yöntemle bulunan sonuçlar şekil ve tablolar üzerinde karşılaştırılmıştır. HOMO ve LUMO şekil ve enerji değerleri hesaplanarak tablo halinde aktarılmıştır.

Anahtar Kelimeler:

Benzimidazol, Yoğunluk Fonksiyonel Teorisi (DFT), N-heterosiklik karben tuzları, SPARTAN paket yazılımı

Synthesis, Investigation of Structural and Spectroscopic Properties of a Novel Symmetrical Benzimidazole Salt with Phthalimid Functional Groups

1,3‒bis (N‒ (3‒ethyl) phthalimide)‒benzimidazole‒3‒yum bromide (BEFIBR), a new N‒Heterocyclic carbene salt, was synthesized with high (83%) yield. FT‒IR and 1H and 13C NMR of the synthesized salt were measured experimentally. In these measurements, the peak for Ccarbene was observed at 169.35ppm and acidic H was observed at 9.65ppm. Quantum mechanical calculations were performed using SPARTAN‒14 quantum chemistry software. “Density Functional Theory” (DFT / EDF2) method and 6‒31G* Basis set were used for calculating basic energy and spectroscopic values. The calculated values were found to be very close to experimental results. 169.3 for Ccarbene and 9.65ppm for H. As a result of these calculations, bond lengths, bond angles FT‒IR and 1H and 13C spectra were calculated. In addition, the spatial stance of the molecule was predicted. The calculated values and the results found by the experimental method were compared on the figures and tables. The shape and energy values of HOMO and LUMO were calculated and tabulated.

Keywords:

Benzimidazole, Density Functional Theory (DFT), N‒heterocyclic carbene salts, SPARTAN suite,

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