Cycloaddition reaction of methylidyne radical with dipyrromethanol: quantum chemical insights into the formation of di(pyridin-2-yl)methanol DOI

Shipra Pandit,

Manas Ranjan Dash

Spectroscopy Letters, Год журнала: 2024, Номер 57(6), С. 325 - 341

Опубликована: Май 16, 2024

Density functional theory was employed to investigate methylidyne radical reaction on the unsaturation of dipyrromethanol moiety through cycloaddition forming a six membered di(pyridin-2-yl)methanol followed by H-elimination via ring expansion. Time-dependent density (TD-DFT) simulations were performed figure out ultraviolet–visible spectrum and di(pyridin-2-yl)methanol. Ultraviolet–visible shows that two sharp absorption peaks obtained at λmax = 161 nm 206 for reactant while peak observed product shorter wavelength (λmax 170 nm). The theoretical IR significant red shift 129 cm−1 in case due presence strong intra-molecular hydrogen bonds, which indicates its higher stability than dipyrromethanol. HOMO–LUMO energy gap calculations natural bond orbital (NBO) analysis endorse type electronic transition desired is π–π*. global reactivity electron donor acceptor nature radical, respectively. A potential surface constructed addition, expansion, elimination states. Thermodynamics study title highly exothermicity spontaneous nature.

Язык: Английский

Cycloaddition reaction of methylidyne radical with dipyrromethanol: quantum chemical insights into the formation of di(pyridin-2-yl)methanol DOI

Shipra Pandit,

Manas Ranjan Dash

Spectroscopy Letters, Год журнала: 2024, Номер 57(6), С. 325 - 341

Опубликована: Май 16, 2024

Density functional theory was employed to investigate methylidyne radical reaction on the unsaturation of dipyrromethanol moiety through cycloaddition forming a six membered di(pyridin-2-yl)methanol followed by H-elimination via ring expansion. Time-dependent density (TD-DFT) simulations were performed figure out ultraviolet–visible spectrum and di(pyridin-2-yl)methanol. Ultraviolet–visible shows that two sharp absorption peaks obtained at λmax = 161 nm 206 for reactant while peak observed product shorter wavelength (λmax 170 nm). The theoretical IR significant red shift 129 cm−1 in case due presence strong intra-molecular hydrogen bonds, which indicates its higher stability than dipyrromethanol. HOMO–LUMO energy gap calculations natural bond orbital (NBO) analysis endorse type electronic transition desired is π–π*. global reactivity electron donor acceptor nature radical, respectively. A potential surface constructed addition, expansion, elimination states. Thermodynamics study title highly exothermicity spontaneous nature.

Язык: Английский

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