Study of photophysical properties in bronsted acids for nitrogen atoms with different hybrid (sp, sp2, sp3) orbitals

IF 2.2 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of the Iranian Chemical Society Pub Date : 2024-06-02 DOI:10.1007/s13738-024-03048-0

Zhou Wang, Kaibo Hu, Chichong Lu, Guofan Jin

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Abstract

Fluorescent tiny molecules that are resistant to acid have long been the center of interest. The nitrogen atoms on benzyl cyanide were sp hybridized, while the two nitrogen atoms at pyrimidine were sp² hybridized in the primary structure that we constructed. With the addition of a protonic acid (H₂SO₄, CH₃SO₃H, and HF), the nitrogen atoms at acridine underwent sp³ hybridization, which caused the hydrogen protons to interact with the three types of nitrogen atoms to varying degrees. This distribution of the electron cloud density led to a decrease in fluorescence emission. Furthermore, Gaussian 09 software and DFT calculations were used to model its orbital conformation, which is the highest occupied molecular orbital—lowest unoccupied molecular orbital (HOMO–LUMO). Furthermore, its crystal structure was assigned to the orthorhombic system with stronger non-homogeneity (a = 8.9160 (4) Å, b = 44.289 (3) Å, c = 9.6131 (7) Å, α = 90°, β = 90°, γ = 90°, V = 3796.0 (4) Å³, z = 4, Dc = 1.244 g/cm³).

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研究具有不同杂化（sp、sp2、sp3）轨道的氮原子在支链烷酸中的光物理特性

长期以来，耐酸的荧光小分子一直是人们关注的焦点。在我们构建的一级结构中，苄基氰化物上的氮原子是 sp 杂化的，而嘧啶上的两个氮原子是 sp2 杂化的。加入质子酸（H2SO4、CH3SO3H 和 HF）后，吖啶上的氮原子发生 sp3 杂化，这导致氢质子与三种氮原子发生不同程度的相互作用。电子云密度的分布导致荧光发射减弱。此外，研究人员还利用高斯 09 软件和 DFT 计算来模拟其轨道构象，即最高占有分子轨道-最低未占有分子轨道（HOMO-LUMO）。此外，其晶体结构被归入具有较强非均质性的正交体系（a = 8.9160 (4) Å, b = 44.289 (3) Å, c = 9.6131 (7) Å, α = 90°, β = 90°, γ = 90°, V = 3796.0 (4) Å3, z = 4, Dc = 1.244 g/cm3）。

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来源期刊

Journal of the Iranian Chemical Society 化学-化学综合

CiteScore

4.40

自引率

8.30%

发文量

230

审稿时长

5.6 months

期刊介绍： JICS is an international journal covering general fields of chemistry. JICS welcomes high quality original papers in English dealing with experimental, theoretical and applied research related to all branches of chemistry. These include the fields of analytical, inorganic, organic and physical chemistry as well as the chemical biology area. Review articles discussing specific areas of chemistry of current chemical or biological importance are also published. JICS ensures visibility of your research results to a worldwide audience in science. You are kindly invited to submit your manuscript to the Editor-in-Chief or Regional Editor. All contributions in the form of original papers or short communications will be peer reviewed and published free of charge after acceptance.