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Title: Theoretical study of structural effects on reactivity and stability of isomeric pyrano-, thiopyrano- and selenopyranopyrroles
Authors: Khodaei, Mohammad Mehdi
Alizadeh, Abdolhamid
Ghanbari, Parvin
Keywords: DFT calculations;Fused pyrrole;Electrophilicity;Energy gap;Azaheterocycle;Global descriptor
Issue Date: Dec-2019
Publisher: NISCAIR-CSIR, India
Abstract: In this study we have calculated global and local DFT reactivity descriptors for isomeric pyrano-, thiopyrano- and selenopyranopyrroles. The geometric optimization of the obtained structures have been realized with the density functional theory (DFT, B3LYP) at the level of 6-311G(d,p) and show these isomers have planar configurations. The structural properties such as dipole moments, bond lengths and bond angles of these isomers have been calculated. The heats of formation have also been calculated based on the optimized geometry. The energies of HOMO and LUMO molecular orbitals have been used to determine several global descriptors as a measure of their electronic properties, relative stabilities and chemical reactivities. These include total energy (E), ionization potential (I), electron affinity (A), chemical hardness (η), chemical softness (S), electronic chemical potentials (μ) and electrophilicity (ω). Selenopyrano[2,3-c]pyrrole possesses the highest electrophilicity and minimum chemical hardness among the calculated isomeric structures. The largest calculated dipole moment belongs to pyrano[2,3-c]pyrrole, while thiopyrano[3,4-b]pyrrole has the lowest.
Page(s): 1311-1318
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.58A(12) [December 2019]

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