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DFT investigation on the effect of the permutation of some electron donating and accepting groups in the charge transfer process within 2-((E)-[2-hydroxyphenyl)imino] methyl)phenol

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Abstract

A series of donor-π-acceptor type compounds derived from 2-((E)-[2- hydroxyphenyl)imino] methyl)phenol have been studied herein for potential applications in nonlinear optical technologies. Their optimized structures were investigated at the M06-2X/6–311 +  + G(d,p) level of theory in gas phase, whereas the electronic properties were analyzed at the M06-2X/6-311G(d,p) level of theory in chloroform. Swapping the position of electron donating (–OH and –NH2) and accepting (–CN and –NO2) groups on LF and then computing the statics and dynamics polarizability, hyperpolarizability and NLO-related properties which are Electro-Optic Pockel’s Effect (EOPE), the Optical Kerr Effect (OKE) and Electric-Field-Induced SHG (EFISHG) helped to confirm that, charge transfer occurs from the donor, passes through the phenyl ring linked to the nitrogen of the imine function, to the acceptor. Theoretical results revealed that 1b and 2b have βtot values 53 and 74 times higher than that of the urea prototype at ω = 0.0 as well as 127 and 303 times at ω = 0.04282 a.u., respectively. Among the derivatives, 2b has been found to be the best suited compound for optoelectronic applications.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Dschang, Research Unit of Noxious Chemistry and Environmental Engineering, P.O. Box 67, Dschang, Cameroon

    Charles Bernard Nwamba Tessa, Fritzgerald Kogge Bine & Julius Numbonui Ghogomu

  2. Department of Chemistry, Higher Teacher Training College Bertoua, The University of Bertoua, P. O. Box 652, Bertoua, Cameroon

    Aymard Didier Tamafo Fouegue

  3. Department of Mining and Mineral Engineering, National Higher Polytechnic Institute, The University of Bamenda, P. O.Box 39, Bambili-Bamenda, Cameroon

    Jean Hubert Nono

  4. Department of Chemistry, Faculty of Science, The University of Bamenda, P.O. Box 39, Bambili-Bamenda, Cameroon

    Julius Numbonui Ghogomu

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  1. Charles Bernard Nwamba Tessa
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Correspondence to Aymard Didier Tamafo Fouegue or Julius Numbonui Ghogomu.

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Nwamba Tessa, C.B., Tamafo Fouegue, A.D., Nono, J.H. et al. DFT investigation on the effect of the permutation of some electron donating and accepting groups in the charge transfer process within 2-((E)-[2-hydroxyphenyl)imino] methyl)phenol. Theor Chem Acc 141, 31 (2022). https://doi.org/10.1007/s00214-022-02895-5

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