2,5-diphenyl-3,4-di(phenylethenyl)cyclopentadienone, -pyrrole and -thiophene | [Journal of Chemical Society of Pakistan • 2022]

Author(s):

1. Syeda Shaista Gillani: School of Chemistry, Uni versity of the Punjab, Lahore-54590, Pakistan; Department of Chemistry, Lahore Garrison University, DHA Phase-VI, Lahore-54792, Pakistan.

2. Munawar Ali Munawar: School of Chemistry, Uni versity of the Punjab, Lahore-54590, Pakistan.

3. Hafiz Adnan Ahmad: School of Chemistry, Uni versity of the Punjab, Lahore-54590, Pakistan; Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry and Materials Science, Northwest University, Xi'an, 710069 PR China

4. Rabia Babar: School of Chemistry, Uni versity of the Punjab, Lahore-54590, Pakistan

5. Khalid Mohammed Khan: H. E. J, Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan; Department of Clinical Pharmacy, Institute for Research and Medical Consultations (IRMC), Imam Abdulrahman Bin Faisal University, Dammam-31441, Saudi Arabia.

6. Jamil Anwar Chaudhary: Chemistry Department, University of Management and Technology, Lahore 54770, Pakistan.

Abstract:

2,5-Diphenyl-3,4-di(phenylethenyl)cyclopentadienone (2), -pyrrole (3), and -thiophene (4) have been synthesized by bi-steps strategy. Step one involves the synthesis of cinnamil (1) by the condensation of 2,3-butanedione with benzaldehyde in the presence of Pyrrolidine as a catalyst. Step two involves the synthesis of 2,5-diphenyl-3,4-di(phenylethenyl)cyclopentadienone (2), -pyrrole (3), and -thiophene (4) by the condensation of cinnamil (1) with dibenzyl ketone, dibenzylamine, and dibenzyl sulfide, respectively in the presence of sodium hydride (base) and methylene chloride (solvent) while stirring. 1HNMR, LC-MS, IR, UV-visible, and fluorescence spectroscopy were used to confirm these products (2-4). Our method facilitated the proficient installation of four various groups on the cyclopentadienone (2), pyrrole (3), and thiophene (4) rings in two steps with an extended conjugated framework.

Page(s): 270-276

DOI: DOI not available

Published: Journal: Journal of Chemical Society of Pakistan, Volume: 44, Issue: 3, Year: 2022

Keywords:

Electron absorption , Cyclopentadienones , Emission spectra , Cinnamil , Pyrrole , Thiophene

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