Efficient Synthesis, Spectroscopic and Quantum Chemical Study of 2,3-Dihydrobenzofuran Labelled Two Novel Arylidene Indanones: A Comparative Theoretical Exploration

Abstract

Indanone and 2,3-dihydrobenzofuran scaffolds are considered as special structures in therapeutic science and explicitly associated with various biologically potent compounds. In the present disclosure, we report the synthesis of two new 2,3-dihydrobenzofuran tethered arylidene indanones via an environmentally adequate and viable protocol. The two compounds revealed in this have been characterized well by analytical methods; proton magnetic resonance (PMR), carbon magnetic resonance (CMR). The Density Functional Theory (DFT) study has been presented for the spectroscopic, structural and quantum correlation between (E)-2-((2,3dihydrobenzofuran-5-yl)methylene)-2,3-dihydro-1H-inden-1-one (DBDI) and (E)-7-((2,3-dihydrobenzofuran-5-yl)methylene)-1,2,6,7-tetrahydro-8Hindeno[5,4-b]furan-8-one (DBTI). Optimized geometry, frontier molecular orbital, global reactivity descriptors, and thermodynamic parameters have been computed for DBDI and DBTI. DFT/B3LYP method using basis set 6-311++G (d,p) has been employed for the computational study. Mulliken atomic charges are established by using 6-311G (d,p) basis set. Besides, molecular electrostatic potential for DBDI and DBTI is also explored to locate the electrophilic and nucleophilic centres. Material Science Research India www.materialsciencejournal.org ISSN: 0973-3469, Vol.17, No.(2) 2020, Pg. 146-161 CONTACT Bapu Sonu Jagdale jagdalebs@gmail.com Department of Chemistry, Mahatma Gandhi Vidyamandir’s Loknete Vyankatrao Hiray Arts, Science and Commerce College Panchavati (Affiliated to SP Pune University, Pune), Nashik-422 003, India. © 2020 The Author(s). Published by Oriental Scientific Publishing Company This is an Open Access article licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License Doi: http://dx.doi.org/10.13005/msri/170207 Article History Received: 04 June 2020 Accepted: 21 July 2020