Understanding Small MoleculeActivation Promoted by HeavierBenzene1,4-diides: InterplayBetween Diradical Character andAromaticity

The intricate relationship between diradical character, aromaticity, and reactivity in annulated heavier Group 14 benzene-1,4-diides, that is, [(ADC)E]2 (E = Si, Ge, Sn), based on an anionic dicarbene framework, (ADC = PhC{N(Ar)C}2: Ar = aryl), has been investigated through Density Functional Theory...

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Detalles Bibliográficos
Autores: González Pinardo, Daniel, Ghadwal, Rajendra S., Fernández López, Israel
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Universidad Complutense de Madrid (UCM)
Repositorio:Docta Complutense
Idioma:inglés
OAI Identifier:oai:docta.ucm.es:20.500.14352/123738
Acceso en línea:https://hdl.handle.net/20.500.14352/123738
Access Level:acceso abierto
Palabra clave:547
Aromaticity
Bond activation
DFT/ab-initio calculations
Diradicals
Main-group
Química
2306 Química Orgánica
Descripción
Sumario:The intricate relationship between diradical character, aromaticity, and reactivity in annulated heavier Group 14 benzene-1,4-diides, that is, [(ADC)E]2 (E = Si, Ge, Sn), based on an anionic dicarbene framework, (ADC = PhC{N(Ar)C}2: Ar = aryl), has been investigated through Density Functional Theory and ab initio calculations. The diradical character of both homo- [(ADC)E]2 and heteroleptic [(ADC)2EE'] systems (E ≠ E') has been accurately computed, while the aromaticity of their corresponding closed-shell (CS) and open-shell (OS) singlet states has been evaluated using magnetic descriptors. Additionally, the key factors governing dihydrogen activation and cycloaddition with acetylene have been quantitatively analyzed in detail by applying the combination of the Activation Strain Model (ASM) of reactivity and Energy Decomposition Analysis (EDA) methods. The findings reveal a direct correlation between reactivity and diradical character, both of which increase down Group 14.