The synthesis of 3-ethyl-5-methyl-2, 6-diarylpiperidin-4-on-1-ium picrates and their spectral, XRD and theoretical studies. (27th June 2019)

• Record Type: Journal Article
• Authors: Amala, S.; Rajarajan, G.; Dhineshkumar, E.; Arockia doss, M.; Thanikachalam, V.; Selvanayagam, S.; Sridhar, B.
• Is Part Of: New journal of chemistry. Volume 43:Number 27(2019)
• Page Start: 11003
• Page End: 11014
• Publication Date: 2019-06-27
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c9nj01631g
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : This paper reports the synthesis of 3-ethyl-5-methyl-2, 6-diarylpiperidin-4-on-1-ium picrates (1–3 ). The compounds were characterized by spectral techniques and theoretical methods. Abstract : Three 3-ethyl-5-methyl-2, 6-diarylpiperidin-4-on-1-ium picrates (1–3 ) (aryl = C6 H5, p-FC6 H4 and p-CH3 OC6 H4, ) have been synthesized by mixing 3-ethyl-5-methyl-2, 6-diarylpiperidin-4-one and picric acid. The synthesized compounds were characterized by elemental analysis, FT-IR spectroscopy and NMR spectroscopy. The obtained conformation of compound3 was determined by single crystal XRD analysis. The crystallographic data revealed that the spatial structure of the title crystals adopted a chair conformation. Additionally, the synthesized compounds1–3 were subjected to UV-visible, fluorescence and DFT studies for a better understanding of the molecular design and optoelectronic properties. The optimized geometric parameters were in agreement with the corresponding experimental values. The Mulliken and MEP analyses were utilized to spot the reactive sites of the compounds. The intermolecular and intramolecular delocalization and donor–acceptor interactions were ensured by the NBO analysis. The calculated HOMO and LUMO energies exhibited that the charge transfer happened within the molecule. The polarizability and hyperpolarizability values showed that the compounds possessed a non-linear optical nature.