ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Molecular structure, spectroscopic and DFT computational studies on 3,9-diazatetraasteranes

Runzhi Sun, Yeming Wang, Changwei Ge, Shijie Wang, Xiuqing Song, and Hong Yan

Faculty of Environment and Life, Beijing University of Technology, Beijing, People’s Republic of China

E-mail: song@bjut.edu.cn

Received: 13 June 2022  Accepted: 22 December 2022

Abstract:

The molecular structure was of great significance on the unique physical and chemical properties that closely related to pharmacological applications, especially the cage-like hydrocarbons. The 3,9-diazatetraasterane derivatives were cage-like hydrocarbons and had been extensively studied because of the HIV-1 inhibitor activity and anti-tumor activity. C₂-3,9-Diazatetraasterane was a self-dimer of 1,4-dihydropyridines, and non-C₂-3,9-diazatetraasterane was the cross-dimer of different 1,4-dihydropyridines. In order to discuss the spatial effects on the NMR of the two types of 3,9-diazatetraasteranes, the 1D-NMR and 2D-NMR analysis were conducted in detail by the shifts and assignments of signals. The single-crystal X-ray diffraction (XRD) further elucidated the effects of non-C₂-symmetry on the geometry of the central cage of 3,9-diazatetraasterane. Frontier molecular orbitals (FMOs), electrostatic potential (ESP) and excited state geometry analysis were carried out to gain insights into the molecular characteristics of cage-like structures.

Keywords: 3,9-Diazatetraasteranes; Dimerization; NMR analysis; X-ray diffraction analysis; DFT study

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-022-02645-8

Chemical Papers 77 (5) 2557–2569 (2023)