Why is the ground state of m-benzoquinone a triplet?

被引:0
作者
Leyva-Parra, Luis [1 ,2 ]
Pino-Rios, Ricardo [3 ,4 ]
机构
[1] Univ Andres Bello, Fac Ciencias Exactas, Ctr Quim Teor & Computac CQT&C, Dept Ciencias Quim, Ave Republ 275, Santiago 8370146, Chile
[2] Univ Andres Bello, Fac Ciencias Exactas, Programa Doctorado Fisicoquim Mol, Ave Republ 275, Santiago 8370146, Chile
[3] Univ Arturo Prat, Inst Estudios Salud, Iquique 1100000, Chile
[4] Univ Arturo Prat, Fac Ciencias Salud, Quim & Farm, Casilla 121, Iquique 1100000, Chile
关键词
ELECTRON DELOCALIZATION; AROMATICITY; DENSITY; MOLECULES; EXCHANGE; INDEXES; ENERGY; ATOMS;
D O I
10.1039/d3nj03212d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The electronic structure, changes in aromatic behavior, and stability of the m-quinone, the least studied member of the benzoquinone family, have been analyzed. Through unrestricted density functional theory calculations, three aromaticity criteria (magnetic, electronic, and geometric), and resonance forms through the valence bond model, we have sought to answer why this isomer prefers the triplet state in its ground state. The answer is given in terms of spin density delocalization and proposed resonance structure contributions. The triplet state presents a higher spin delocalization which can be observed in the condensed values and the higher number of resonance forms contributing to the delocalization. Additionally, using magnetic criteria, we have used a simple but effective model to quantify the contribution of the proposed resonance structures, which have an excellent agreement with the spin density values.
引用
收藏
页码:17066 / 17071
页数:6
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