Bromine substitution effect on structure, reactivity, and linear and third-order nonlinear optical properties of 2,3-Dimethoxybenzaldehyde

Aguiar, Antônio Sérgio Nakao de; Santos, Viviane Dias dos; Borges, Igor Dalarmelino; Navarrete, Angélica; Aguirre, Gerardo; Valverde, Clodoaldo; Camargo, Ademir João; Oliveira, Solemar Silva; Osorio, Francisco Aparecido Pinto; Fonseca, Tertius Lima; Napolitano, Hamilton Barbosa

Bromine substitution effect on structure, reactivity, and linear and third-order nonlinear optical properties of 2,3-Dimethoxybenzaldehyde

Data

2022

Autores

Aguiar, Antônio Sérgio Nakao de

Santos, Viviane Dias dos

Borges, Igor Dalarmelino

Oliveira, Solemar Silva

Osorio, Francisco Aparecido Pinto

Fonseca, Tertius Lima

Resumo

Thestructuralandelectronicpropertiesof 2,3-dimethoxybenzaldehyde(2,3-DMB),5-bromo-2,3-dimethoxyben-zaldehyde(5-BRB),and6-bromo-2,3-dimethoxybenzaldehyde(6-BRB)wereextensivelydiscussedwithemphasison linearandnonlinearopticalresponses.Theintermolecularinteractionswerecomparativelystudiedby Hirshfeldsurfaces,quantumtheoryofatomsin molecules(QTAIM),andnaturalbondorbitals(NBOs),indicatingthatbrominesubstitutiondecreasesthe H···HandC···HcontactsandincreasesH···BrandBr···Brclosed-shellinteractionson crystallinearrangements.Thefrontiermolecularorbitalsandmolecularelectrostaticpotentialmap,carriedoutat theCAM-B3LYP/6-311++G(d,p)levelof theory,showedthatthekineticstabilityoccursin the increasingorder6-BRB< 5-BRB< 2.3-DMB.Thebromineatomhas a beneficialeffecton the nonlinearthird-ordersusceptibilityof 2,3-DMB,withtheoreticalpredictionsof89.54×10−22and83.15×10−22(m/V)2for 6-BRBand5-BRB,respectively.Thesefindingswerefavorablycomparedwithavailabletheoreticalandexperimentaldataof otherorganiccrystalsthatmaybe promisingas NLOmaterials.

Citação

AGUIAR, Antônio Sérgio Nakao et al. Bromine substitution effect on structure, reactivity, and linear and third-order nonlinear optical properties of 2,3-Dimethoxybenzaldehyde. Journal of Physical Chemistry A, Washington, v. 126, n. 43, p. 7852-7863, 2022. DOI: 10.1021/acs.jpca.2c04658. Disponível em: https://pubs.acs.org/doi/10.1021/acs.jpca.2c04658. Acesso em: 14 set. 2023.