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Spectroscopic and theoretical optical properties of indoleninyl‐substituted dibenzotetraaza[14]annulenes
Author(s) -
Ramle Abdul Q.,
Karakas Asli,
Arof Abdul K. M.,
Karakaya Mustafa,
Taser Mehmet,
Gozutok Aysun,
Chin Fei Chee,
Julkapli Nurhidayatullaili M.,
Basirun Wan J.
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.4074
Subject(s) - polarizability , chemistry , annulene , density functional theory , dipole , hyperpolarizability , computational chemistry , molecular physics , ab initio , absorption (acoustics) , absorption spectroscopy , atomic orbital , molecule , quantum mechanics , organic chemistry , optics , physics , electron
Two new macrocyclic dibenzotetraaza[14]annulene (DBTAA) compounds with indolenine ( 5 ) and pyridoindolenine ( 6 ) moieties were synthesized and characterized by spectroscopy. Both DBTAAs exhibit strong UV‐Vis absorption properties in the Soret band region. The theoretical second‐order nonlinear optical property, electric dipole moment ( μ ), dispersion‐free dipole polarizability ( α ) and first hyper‐polarizability values were calculated by density functional theory and time dependent density functional theory. The ab‐initio quantum mechanical calculation by time‐dependent Hartree‐Fock method was utilized to investigate the dynamic dipole polarizabilities, dynamic second‐order, static, and dynamic third‐order ( γ ) hyper‐polarizabilities of the DBTAAs. The configuration interaction technique of all doubly occupied molecular orbitals possesses theoretically defined single‐photon absorption (OPA) specifications for the examined structures. The computed maximum OPA wavelengths on both macrocyclic compounds coincide with the preceding measurement outcomes.